Cape Ann Foodie Tours

Photo of Cape Ann Foodie Tours - Gloucester, MA, US.

Review Highlights

Jessie M.

“ We had Cindy and it ended up being a private tour with just the three of us. ” in 2 reviews

Logan T.

“ Cindy does a great job and I always send folks her way. ” in 4 reviews

Mark G.

“ The stops were great, Topside provided very good chowder and bacon wrapped scallops. ” in 2 reviews

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Gloucester, MA 01930

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Photo of Patrick H.

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Taste Gloucester is a guided food and cultural tour of America's oldest working seaport. Join us as we make our way through downtown sampling a variety of local dishes while learning more about this working maritime city and the people who call it home. Your sure to walk away "full" of knowledge! …

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Photo of Logan T.

Great tour to get familiar with Gloucester food, shopping, and some history! Cindy does a great job and I always send folks her way. If you've never been to Gloucester it's a lot of fun. It's not a ton of food but more like having a bunch of tapas. Great experience overall!

Photo of Anastasia K.

This tour left something to be desired and I do not think it was worth the $60 we spent. Some of the food was very good and I learned a lot of interesting facts about Gloucester, but I found the tour to be very inefficient as we were waiting around a lot and I didn't feel like I learned a lot about the food we were eating. The tour started with about 45 minutes of talking and I learned a lot about different spots in Gloucester which was great. We then went to topside grille where the food was delicious and the owner came and chatted with us for a bit. It started off very promising. However, our second stop was where everything went downhill. On the way to the sandwich shop, our tour guide was placing the order. Upon arrival, we were left to wait outside on the sidewalk for 10 minutes while she picked it up. We heard nothing about the restaurant, the owners, or the food itself and then ate a quarter of a sandwich outside surrounded by broken glass, cigarette butt and other trash. We sat out there for 25 minutes (it only took us about 5 minutes to eat the sandwich). The next stop was an olive oil company which was good, but it was no different than if I just went there on my own time. The last two stops had delicious food, but again everything took so long. Again, we didn't chat with anyone who worked there and it was the same as if I had gone there without the tour. Many people on our tour needed to leave early because we went so long past what we were told that they needed to run to add time to their parking meter. I have been on many food tours in the past and this was definitely the worst one. The tour guide was very nice but seemed to have a limited catalog of stories she knew and so wasn't able to give us a ton of information.

Photo of Jessie M.

Me and my boyfriend really enjoyed this tour! We had Cindy and it ended up being a private tour with just the three of us. She is so knowledgeable and full of interesting facts and stories and we walked away with a deeper appreciation of Gloucester and its history. The food was mostly pretty good, the cannolis at the end were my favorite!

Photo of Lisa O.

Such a fun trip to Gloucester from downtown. Our guide Cindy was so informative!! Gave us cute little stories about Gloucester's deep history. The food was DELICIOUS!! Just enough at each stop to taste some of the finest that Gloucester has to offer! Chowder to dessert! Yum. Thank goodness we were walking!! Give it a try!

Photo of Amelia L.

I booked this tour online at just before 11am. Tickets purchased. Confirmed for 2:30pm. We then drove an hour and half in traffic to get there. Paid for parking and sat and had a few beers before heading to the designated meeting place. Exactly one minute after the tour was meant to begin I receive a phone call from Cindy to inform me there is no 2:30 tour. That she "didn't know why the system let it through". Asked if we were local and told us we could come back another time. I told her it was fine but to refund me. However, after we hung up I became even more annoyed. We had planned our day around this. If she had phoned me, say, minutes after booking I could have booked a whale watch, or a boat trip of some sort. But, no, she waited until the tour was meant to start. I strongly suspect she was waiting to see if anyone else bought tickets before canceling us. Really unprofessional. I'm sure it's a lovely tour based on the reviews here, but I won't be booking it again, or suggesting anyone I know book it either.

Photo of Jackie H.

This tour was a highlight of our trip. We stopped at several spots for a bite, got a great overview of downtown Gloucester, and learned about the history of the oldest seaport in America. We highly recommend it.

Photo of Marty O.

We ended up with a private tour with Cindy. She is very knowledgeable and informative. We learned a lot about Gloucester and its heritage as well as going to some great places for food! Go hungry for unlike other foodie tours we have been on you don't get little itty bitty samples, she orders off the menus available and by the end your stuffed!

Photo of Tracy R.

Our tour guide told us nothing about the food nor about the local area. She just made odd comments. We went to a few places with very small portions and were still hungry after. We were served a bologna sandwich. We did not go to any of the places pictured in Yelp. Half our group left before the tour was over because it was so bad. It was a very bad experience and a waste of money.

Photo of Mark C.

My wife and I took the tour with Patrick. Not being familiar with the area, we thought it would be a good way to learn about the town. This was a highlight of our trip. We stopped for samples at several shops. It is a sampling, but by the end of tour we were quite full. We would highly recommend the tour. Nice way to spend a few hours, get some great eats and learn about Gloucester all at the same time.

Photo of Mark G.

My wife and I went own the tour with friends and loved it. PJ was a great tour guide, as a native of Gloucester you could tell he was not only knowledgeable but also proud of his city. The stops were great, Topside provided very good chowder and bacon wrapped scallops. The Cape Ann Olive Oil Company was awesome. The end of the tour was a candy shop, Turtle Alley which was fantastic. Highly recommend it and hear that PJ also does tours in Newburyport and Rockport .

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gloucester ma food tour

57 Main Street, Gloucester, MA 01930

Phone: (978) 281-1061.

  • Tour Gloucester

Touring Gloucester Through Food Tastings

gloucester ma food tour

Cape Ann Foodie Tours

Cape Ann Foodie Tours is the most delicious way to discover America's oldest working seaport. Our line of culinary walking tours will leave you "full" of knowledge!

Cape Ann Foodie Tours are walking culinary and cultural tours of Cape Ann Massachusetts. Our tours will show you a side of Cape Ann you would have been hard pressed to find on your own. Our food-focused tours will leave you with a full belly and a true understanding of what makes this charming area of New England so unique. From our premier "Taste Gloucester" walking tour of America's oldest working seaport, to our "Sights and Sweets" dessert tour of famous Bearskin Neck, to our "Ales and Tales" pub tour, we are sure to have something to suit every appetite. We truly believe there is no better way to discover a city and soak in the local culture than by indulging in its food, so join us today for an authentic Cape Ann Foodie experience!Cape Ann Foodie Tours is the most delicious way to discover America's oldest working seaport. Our line of culinary walking tours will leave you "full" of knowledge!

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Har, Gloucester, MA 01930

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7 Things to do in Gloucester on a Day Trip or Weekend Getaway

7 Things to do in Gloucester, MA

The historic fishing village of Gloucester makes an excellent day trip from Boston , or a perfect destination for a weekend getaway in New England . America’s oldest seaport, Gloucester oozes historic charm with an authentic mix of working fishermen, artists, and visitors.

While people used to come to see the port made famous by the movie The Perfect Storm , today TV fans visit to see the bluefin fishing boats featured in the Nat Geo show Wicked Tuna . There are plenty of fun things to do in Gloucester to fill a day or even a weekend, depending on how much time you might want to spend on the beach or the season when you are visiting.

Downtown Gloucester MA from the harbor

Best Things to do in Gloucester, MA

1. get out on the water.

It is impossible to appreciate a historic, fishing village such as Gloucester without getting out on the water, following the path of so many that have come before. Luckily there are many options available, depending on your budget, interests, and time available, and many of these are available still in 2020.

Whale Watch

Whale watch boat in Gloucester harbor

Gloucester offers some of the best whale watching in the world, with humpbacks and minke whales making regular appearances. 7 Seas Whale Watch , which leaves right from downtown Gloucester, is currently offering two sailings a day to Stellwagen Bank National Marine Sanctuary — with guaranteed whale sightings! This family-run business has been offering whale watching tours for three generations over seven decades.

7 Seas typically offers sailings from mid-April through mid-October but be sure to check the website for current schedules.

Whale watching is also available from Cape Ann Whale Watch aboard the largest, fastest ship in Gloucester.

Schooner Sail

Schooner in the Gloucester Harbor

There are a number of historic schooners that offer private or public sailings out of Gloucester. Schooner Ardelle is currently offline received renovations during this period but sailings are still available on Schooner Thomas E. Lannon .

The Schooner Thomas E. Lannon is currently running 1.5-hour public cruises once or twice a day (weekends). Be sure to check the website for the schedule and their social distancing and mask use policies.

Harbor Shuttle

Water shuttle boat in Gloucester

If you want a cheap way to get out on the water or you are taking an impromptu trip, the water shuttle is a perfect option. It leaves from two downtown ports and The Studio restaurant in Rocky Neck. Adult tickets are $10 for all-day hop-on / hop-off privileges, or you can stay on for a harbor tour as it moves from port to port.

Advance tickets are not required, you can check out the schedule at the dock at St. Peter’s Marina or Solomon Jacobs Public Landing in Harbor Loop.

Of course, if you really want to feel the connection to Gloucester’s fishing culture, you can go deep-sea fishing. Half and full-day public and private charters are available from Adventures at Yankee Fleet .

Fishing charters head out to Stellwagen Bank and Jeffrey’s Ledge, where you can catch haddock, pollock, cusk, hake and redfish, and halibut, and currently one cod per person.

2. Visit the Artist Colony on Rocky Neck

Rocky Point in Gloucester

Located in Gloucester’s Inner Harbor, Rocky Neck is the oldest working art colony in the United States. You can visit to browse the shops and art galleries that line the streets or pop into the studios that might be open to watch the artists at work. Keep in mind that right now, some galleries may be temporarily closed.

To get to Rocky Neck, you can take the water shuttle to the stop at The Studio restaurant (and have lunch before or after exploring the area.) If you are driving, free parking is available in a parking lot on Rocky Neck just after turning onto Rocky Neck Ave. Street parking is also available.

3. Walk Along the Harbor

Gloucester Harborwalk

When you arrive in Gloucester, stop by the Visitor Welcome Center at Stage Fort Park. You can then park along the road and walk along the Harbor Walk along Stacy Blvd. towards downtown. Kids especially will love watching the drawbridge go up and down to let through boats at the Cut Bridge.

This is also where you will find the iconic Gloucester Fishermen’s Memorial. Designed by English sculptor Leonard F. Craske, this eight-foot-tall, bronze statue of a fisherman dressed in oilskins stands braced at the wheel on the sloping deck of his ship and is looking out over Gloucester Harbor. The memorial is dedicated to “They that go down to the sea in ships” from 1623 to 1923. The plaques surrounding the memorial remember fishermen from Gloucester who were lost at sea.

Before you get to that more famous memorial, you will also come upon the Fishermen’s Wives Memorial . This statue honors the women who have been the soul of fishing communities.

4. Take a Foodie Tour

It is without question that Gloucester is home to some of the freshest and tastiest seafood. But if you take some time to explore downtown Gloucester along both Rogers and Main Street, you will find cool coffee shops, an Italian bakery that will have you following your nose as your mouth waters, and all sorts of restaurants offering outdoor dining.

Either explore on your own or take a food tour with Cape Ann Foodie Tours. I always love a good food tour, and the Taste of Gloucester tour stops at five or six local vendors to try chowder, bacon-wrapped scallops, beer tastings, Italian cannoli, and a sandwich that is a favorite of locals. Along the way, you can learn more about the 400-year history of Gloucester.

5. Cape Ice

Cape Pond Ice in Gloucester MA

Cape Pond Ice Company has been icing Gloucester’s fleet since 1848, producing up to 150 tons of ice a day, including 300-pound blocks. Typically they offer tours of the facility.

Instead, you can also purchase ice or visit the gift shop. Plus, you can check out any fishing boats being loaded with ice and peek inside the refrigerated “icehouse”.

6. Good Harbor Beach

There are a number of small beaches accessible from the downtown area, including Half Moon Beach out by Stage Fort Park. However, the most famous and arguably nicest beach is Good Harbor Beach, located out of town. Keep in mind that parking is restricted to town residents with permit stickers only and streets are blocked off for parking to limit out-of-town visitors crowding local beaches.

However, if you are staying for the weekend, you may want to consider a vacation rental within walking distance to the beach or one that comes with a permit.

7. Drive Atlantic Rd. to Rockport

boats in Rockport Harbor

If you enjoy a scenic drive, or shopping, drive along the coast on Atlantic Road up to the nearby town of Rockport. The drive offers beautiful views of the rocky coast of Cape Ann, including lighthouses, and the houses that line the cliffs will give you serious house envy! Keep in mind that there is no street parking along this stretch.

Once in Rockport, there is plenty of paid parking throughout town (pay at the kiosk) for you to get out and explore. If you just have a short time, spend it in Bearskin Neck. This highly-touristic area offers so many cute shops, galleries, and restaurants. Grab some ice cream at Sunday’s (go early for their homemade waffle cones!) or pick up a lobster roll to go at Roy Moore Lobster Co.

Leave yourself time to walk to the end of Bearskin Neck and across the breakwater jetty for a great photo opp of the Rockport Harbor.

Where to Eat in Gloucester, MA

Fried clams and fries at Blue Collar Lobster in Gloucester

Blue Collar Lobster

If you are looking for a casual lunch option, eat on the deck at Blue Collar Lobster company for the freshest seafood. Order at the pickup window and then find a table on the covered patio on the water. Bar service is also available. Check for daily specials and pricing, but I can attest to the fried clams being excellent. The batter is very light but crispy, just the way I like it.

Blue Collar Lobster is located at 63 Rogers St, Gloucester, MA 01930 next to the Gloucester House.

Minglewood Haborside

If you want something a little more upscale, but still would prefer to dine outside on the water, Minglewood Harborside is the pick for seafood and sushi. Open for dinner during the week and lunch and dinner on the weekend, Minglewood offers live music, fun drinks, and a stylish setting.

Minglewood Harborside is located at 25 Rogers St, Gloucester, MA 01930.

When you are visiting Rocky Neck, stay for lunch or dinner on the outdoor patio at The Studio. Located right where the water shuttle picks up and drops off for your convenience, The Studio offers seafood, sushi, cocktails, and frequent half-price specials on appetizers.

The Studio is located at 51 Rocky Neck Ave, Gloucester, MA 01930.

Where to Stay in Gloucester

Beauport hotel from the water in Gloucester MA

If you decide to make a weekend out of your trip to Gloucester, there are many vacation rental options, some within walking distance to the beach. If you are looking for hotel options, you can’t beat the location of the Beauport Hotel . This upscale property is located right on the beach in downtown Gloucester, offering the best of both worlds in terms of water views and an easy walk through town.

For a romantic getaway, you may want to try the Harborview Inn located downtown. This small inn offers cozy charm with easy access to restaurants and shops in town.

Getting to Gloucester and Parking

Fishermen's Wives memorial in Gloucester

Gloucester is 45 minutes north of Boston on Cape Ann. You can take an MBTA train from Boston’s North Station to Gloucester. From the train station, it is a five-minute walk into downtown.

However, if you are arriving by car, you will want to take Interstate 95 to Rt. 128 North to Gloucester. Make your first stop at the Visitor Welcome Center at Stage Fort Park to pick up maps and brochures, ask questions, and plan your day. There is short-term parking at the Visitor Center and a paid parking lot across the street for those who want to spend time on the beach or park. Keep in mind that currently beach parking around Gloucester is restricted to residents with permits only.

There are multiple places in town. Street parking is available along Western Avenue for one or two hours if you can find it. Street parking downtown requires you to pay at the kiosk. There is one small free parking lot downtown and another, larger paid lot off Rogers Street where $5.00 will give you 10 hours of parking.

Have you visited Gloucester? Do you have anything to recommend? You may also want to consider adding a day trip to nearby Salem to your trip.

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7 Things to do in Gloucester, MA

Tamara Gruber is the Founder and Publisher of We3Travel. A former marketing executive and travel advisor, Tamara is an award-winning travel writer and recognized expert in family travel. Tamara is a member of SATW and the Adventure Travel Trade Association, and serves on the Board of the Family Travel Association. She is also the publisher of YourTimetoFly.com and the co-host of the Vacation Mavens travel podcast.

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Publish Date: July 27, 2020

2 thoughts on “7 Things to do in Gloucester on a Day Trip or Weekend Getaway”

What about the Gloucester House restaurant?

Well, it sounds like a dream vacation for me. Sailing with schooners, taking a walk along with the fresh breeze, and eating seafood than what else you need? Further, if you are recently coming out of lockdown because of COVID-19 then a visit a Gloucester is all you need.

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Gloucester, Massachusetts

Discover Gloucester Massachusetts, just 45 minutes from Boston! Home to America’s oldest seaport, Gloucester offers rich maritime history, fresh-caught seafood, an active working waterfront, and several of the world’s most beautiful beaches. Enjoy adventures by land, and by sea, and experience the best of New England’s natural beauty on the coast. Gloucester is alive with arts and cultural attractions, theater, museums, boating, events & festivals, award-winning cuisine, boutiques, and a walkable downtown. There is so much to explore!

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Whether you are planning a getaway for your favorite mom(s), or just looking to have a fun weekend with your friends, Gloucester has everything you need. Lodging specials, shopping discounts, activities and more can be found in Gloucester May 10-12 (Mother’s Day Weekend) ! Stay tuned to our Swing Into Spring page for details.

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The Hotel at Cape Ann Marina is open year-round featuring on the water rooms with balconies overlooking beautiful saltwater marshes and marina on the beautiful Annisquam River. Located just inside the historic Gloucester maritime waterfront, close to downtown, historic sites, Stage Fort Park and recreational destinations.

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Today is the grand opening of M/N Contemporary Art! Visit downtown`s newest gallery space at 20 Pleasant Street for their opening festivities from 3-5 pm. 🎉🎨 @michalak.nagle features artwork by Vanessa Michalak & Rebecca Nagle including 3-D work from affiliated artists. 🖌️ Experience the unveiling of captivating new artworks and stop by to experience the flourishing art scene in #GloucesterMA! 📸: @michalak.nagle #MNContemporaryArt #ArtGallery #GloucesterMA #GrandOpening #NewBeginnings #ArtExhibition #CreativeCommunity #LocalArtists #ArtisticExpression #culturalevent ...

Have you explored Halibut Point? Located in Rockport, MA, this state park features rugged granite cliffs and breathtaking views of the ocean. Walk through the park while exploring Cape Ann and see the remnants of the quarries that once thrived in the area, then head to the overlook for ocean views. 🌊 #HalibutPoint #DiscoverGloucester #RockportMA #NatureExploration #OutdoorAdventures #NewEnglandViews #NorthOfBoston #VisitMA ...

Earth Day is this Saturday! Here in Gloucester, the Beauport Hotel and Cape Ann SUP + Surf are hosting their annual beach cleanup. Visit Pavilion Beach from 10AM - 11 AM on April 20th to participate! Let`s make a difference together this #EarthDay 🌊 🌎 @capeannsup / 📸: @beauport_hotel #DiscoverGloucester #EarthDay2024 #CleanTheBeach #VisitMA #NorthOfBoston #saveourbeaches ...

This Saturday, join Reverie 73 at The Cut for a 420 celebration with blues artist Gracie Curran & The High Falutin Band! 21+ show with doors at 7:30 pm, show at 8 pm. Check thecutlive.com for tickets.🎶 Live music events run year-round right downtown at The Cut. And, Reverie 73, Gloucester`s newest dispensary is preparing to open later this spring! Follow for all the latest updates: @reverie.73. ✨ @thecutlive @reverie.73 📸: @graciecurranmusic #DiscoverGloucester #Reverie73 #GloucesterMusic #LiveMusic #NorthOfBoston #VisitMA #GloucesterMA #TheCut #BostonMusic #Rev73 #CapeAnn ...

Celebrate spring at Cape Ann Museum this week! Free admission for kids 18 and under & their guardians, April 16-19. Scavenger hunts, art projects, and more! 🎨 🖌️ #CapeAnnMuseum #DiscoverGloucester #GloucesterMA #SchoolVacationWeek #FamilyFun #ArtActivities #SpringFun #VisitNorthOfBoston #VisitMA ...

Save the date for #SwingIntoSpring in Gloucester, May 10-12! Welcome spring with a stroll along Stacy Boulevard, specials at local shops and restaurants, and the chance to win this year’s giveaway! Follow along for more details in the coming weeks. #GloucesterMA #DiscoverGloucester #NorthOfBoston #VisitMA #MothersDayWeekend ...

Plan Your Visit to Beauport, the Sleeper McCann House Reopening for the Season May 22nd 💙 Beauport, the Sleeper-McCann House, a National Historic Landmark, was the summer home of one of America’s first professional interior designers, Henry Davis Sleeper. Perched on a rock ledge overlooking Gloucester Harbor, Beauport was Sleeper’s retreat, backdrop for entertaining, and professional showcase, and an inspiration to all who visited. There you can explore the distinctive world of Henry Davis Sleeper, one of America’s pioneering interior designers, who, alongside architect Halfdan Hanson, transformed a modest house in 1907 into a sprawling masterpiece featuring over forty rooms adorned with Sleeper’s eclectic collection of hooked rugs, colored glass, ceramics, and period furniture. Each chamber is meticulously curated to evoke different periods or themes, showcasing Sleeper’s unmatched decorating flair. For over eighty years, Beauport has welcomed visitors, offering insight into Sleeper’s groundbreaking contributions to design and the intriguing life of Gloucester’s beloved inhabitant. A haven for designers, architects, and enthusiasts alike, Sleeper’s home continues to inspire. During the 2024 season, select objects from Beauport will be featured in a special exhibition, “The Importance of Being Furnished: Four Bachelors at Home,” at Historic New England’s Eustis Estate in Milton, Massachusetts. Join them this summer for a series of events hosted by exhibition curator R. Tripp Evans, including exclusive tours and a book release celebrating Beauport’s Pride Month activities in June. #NorthofBoston ...

Cape Ann Whale Watch 🐋 @capeannwhalewatch returns for the season Saturday, April 27th! Being the pioneers of whale watching here in Gloucester this will be the start of their 46th season of whale watching, what a milestone! Sail aboard the Hurricane 2, the largest and fastest whale watch vessel out of Gloucester! Enjoy plenty of FREE PARKING at Rose’s Wharf 415 Main St. in Gloucester. Check out their new schedule and pricing and reserve online for fastest service and ticketing. Make sure to secure your spot, reservations fill up quickly! Call 1-800-877-5110 or visit seethewhales.com. #CapeAnn #WhaleWatching ...

A quick trip to Bearskin Neck in Rockport makes us thankful for all the locally-owned small businesses in and around #Gloucester! #ShopLocal

A quick trip to Bearskin Neck in Rockport makes us thankful for all the locally-owned small businesses in and around #Gloucester! #ShopLocal ...

Join @1606restaurantandoysterbar at the Beauport Hotel for a Greek Wine Pairing Dinner on Thursday, April 25th! From 6 to 9 pm indulge in a four-course intimate dining experience featuring their Chef`s creations paired with varietals of Greek Wines. 🇬🇷 1st Course: Octo Fritto paired with 2022 Assyrtiko, Domaine Paterianakis 🇬🇷 2nd Course: Skordostoumbi paired with 2022 Mavro Kalavrytino Natur, Domaine Tetramythos 🇬🇷 3rd Course: Herb Crusted Rack of Lamb paired with 2017 Peza, Kotsifali and Mantilaria, Domaine Paterianakis 🇬🇷 4th Course: Baklava Cheesecake paired with 2012 Vin Liastos, Malvasia, Assyrtiko, Monemvasia Book your spot today! Priced at $120++ per person. Book here: https://bit.ly/GreekWinePairingDinner #Gloucester #ExploreGloucester #VisitMA #CoastalCharm #NorthofBoston ...

"What is Real" by Bob Goodman The tide app says low tide, 10:56 am yet I notice this Wingaersheek water is in constant motion sand folds become rills, now rivulets is there no such thing as still? a single moment of lowness? water moves out until 11:30, more or less, before overtaken by the incoming tide, an intermingling, a dance of push and pull the world resists this reality pressing us to a simpler, binary calculus: stop/start, good/bad, right/wrong in truth, we swirl like dancing dervishes emotions ricocheting our lives painted on a canvas of ambiguity and doubt 🌊 Bob Goodman is a poet and writer who lives in Gloucester, on the Annisquam River, where he swims and experiences its tides regularly. 📸 Photo Credit: Kendra Dott ...

The Eastern Point Lighthouse stands as a timeless beacon of maritime history and coastal beauty in #Gloucester Massachusetts. Perched majestically at the entrance of Gloucester Harbor, this iconic lighthouse has guided sailors safely through treacherous waters since its construction in 1832. Its distinctive white tower rises gracefully against the backdrop of the Atlantic Ocean, offering breathtaking views of the surrounding coastline. Originally built to assist ships navigating the rocky shores of Cape Ann, the Eastern Point Lighthouse has played a vital role in maritime navigation for nearly two centuries. Over the years, it has witnessed countless ships coming and going, weathering storms and guiding vessels to safety with its powerful beacon. Today, the #EasternPointLighthouse continues to stand as a beloved symbol of Gloucester`s rich maritime heritage. Visitors can explore the lighthouse grounds, soak in panoramic views of the harbor and beyond, and immerse themselves in the storied history of this coastal landmark. Whether you`re a history enthusiast, a nature lover, or simply seeking a picturesque spot to enjoy the ocean breeze, a visit to the Eastern Point Lighthouse is sure to be a memorable experience. Photo Credit: Anne-Marie Anderson ...

The @hammondcastlemuseum re-opens TODAY for its 49th Consecutive Season! Behind the scenes, their team has been diligently preparing the Museum to welcome you back with a lineup of rotating exhibits which will last throughout the season. From the mesmerizing works of Eric Pape to a special exhibit honoring Mrs. Irene Fenton Hammond, there`s something to intrigue every visitor. They`ve spared no effort in curating a diverse and engaging experience, and they can`t wait to share it with you. Join them as they open their doors to a world of art, history, and inspiration TODAY! #HammondCastle #Gloucester ...

We love our local bookstores! @dogtownbooks is truly the spot to pick up a local-to-Gloucester authored book! Here are ten books written by authors who’ve lived in Gloucester, MA: 🌊 "The Perfect Storm" by Sebastian Junger 🌳 "A Thousand Acres" by Jane Smiley 👧 "The Good Daughters" by Joyce Maynard 💧 "Deep Water: The Epic Struggle over Dams, Displaced People, and the Environment" by Jacques Leslie 📝 "Love and Salt: A Spiritual Friendship Shared in Letters" by Amy Andrews and Jessica Mesman Griffith 🌲 "The Madonnas of Echo Park" by Brando Skyhorse 🏰 "The Women in the Castle" by Jessica Shattuck ⭐️ "The Starboard Sea" by Amber Dermont 🎉 "Pain, Parties, Work: Sylvia Plath in New York, Summer 1953" by Elizabeth Winder 💦 "The Dive from Clausen`s Pier" by Ann Packer These books cover a range of genres, from fiction to non-fiction, and showcase the diverse literary talent stemming from Gloucester, Massachusetts. ...

TONIGHT! April 3: Brian Alex will be playing music from 6–9 pm, at Mile Marker One. Enjoy deliciously fresh and local seafood, cocktails, and waterfront dining at Mile Marker One, while enjoying live music. #Gloucester #CoastalCharm #LiveMusic ...

Gloucester is home to the iconic "Man at the Wheel" statue, a tribute to the city's fishermen who have braved the Atlantic's waters for generations. It's a must-see landmark for visitors exploring this charming coastal town! 🎣🌊 #GloucesterFacts #SeasideHistory

Gloucester is home to the iconic "Man at the Wheel" statue, a tribute to the city`s fishermen who have braved the Atlantic`s waters for generations. It`s a must-see landmark for visitors exploring this charming coastal town! 🎣🌊 #GloucesterFacts #SeasideHistory ...

The Ten Pound Island Lighthouse is another iconic maritime landmark nestled in the picturesque coastal town of Gloucester, Massachusetts. Situated on a small island of the same name at the entrance of Gloucester Harbor, this historic lighthouse has stood as a silent sentinel since 1821, guiding ships safely through the harbor`s waters. Originally built to aid mariners navigating the rocky shores and treacherous waters of Cape Ann, the #TenPoundIslandLighthouse has a rich history that reflects the maritime heritage of #Gloucester. Its distinctive white tower rises elegantly against the backdrop of the Atlantic Ocean, offering stunning views of the surrounding coastline. Throughout its long history, the Ten Pound Island Lighthouse has witnessed the ebb and flow of maritime activity, from bustling fishing fleets to leisurely pleasure boats. Although the lighthouse was automated in 1956, its beacon continues to shine brightly, serving as a vital aid to navigation for vessels entering and leaving Gloucester Harbor. Today, the Ten Pound Island Lighthouse stands as a beloved symbol of Gloucester`s maritime legacy and is a popular destination for visitors eager to explore its historic grounds and soak in the scenic beauty of the harbor. Whether you`re a history buff, a nature enthusiast, or simply seeking a peaceful retreat by the sea, a visit to the Ten Pound Island Lighthouse is sure to captivate and inspire. ...

Brunch with this Bunny at @oaktoember?! Sign us up! 🐣 🐰 #discovergloucester #rediscovergloucester #easter #bunny ...

Happy Easter Sunday to all our friends celebrating! May your day be filled with joy, love, and lots of chocolate eggs! And to those who aren`t celebrating, enjoy the beauty of spring in Gloucester! Photo Credit: Melissa Cox of @melissacoxphotography #DiscoverGloucester #GloucesterMA #NorthofBoston ...

Embark on an unforgettable adventure along the breathtaking coast of Gloucester with our local and thrilling whale tours! Get ready to witness majestic humpback whales breaching against the backdrop of stunning ocean vistas. Our local expert guides will lead you on an exhilarating journey as you spot these magnificent creatures in their natural habitat. With each tour, you`ll not only marvel at the beauty of these gentle giants but also learn fascinating insights into their behavior and migration patterns. Don`t miss out on this incredible opportunity to experience the wonders of nature up close. Book your whale tour now and create memories that will last a lifetime! 🐋🌊 Photo Credit: Matthew Sheehan @mattsheehan93 #WhaleWatching #GloucesterTours ...

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30+ Things To Do In Gloucester, MA

From dining on fresh seafood and wandering historic streets to relaxing on the beach or getting out on the water, there are endless things to do in Gloucester, MA. You’ll never run out of things to do in this North Shore town.

Historical street in Gloucester Mass

Once a small fishing town, Gloucester is now one of the largest towns on the North Shore. Located on Massachusett’s Cape Ann, Gloucester has direct access to Boston via the Commuter Rail and is home to some of the best beaches on the North Shore.

But there’s so much more to this Cape Ann town than the beaches (though you should definitely check them out).

Below are 30 of the best things to do in Gloucester, with something for everyone no matter your interests.

Table of Contents

The Best Things To Do In Gloucester

Go whale watching.

The area just off Massachusett’s coast is populated by some truly incredible marine life. So what better way to take advantage of Gloucester’s beautiful New England surroundings than by going on a whale watching trip?

Not only can you enjoy a scenic boat ride and have an opportunity to spot some wildlife along the way, but you’re also able to learn more about whales. There will be a naturalist on board with the captain and crew, and you will receive guided commentary to teach your group about the animals.

This journey will take approximately four hours, and you are guaranteed to have sightings of the whales!

You can also sign up for a similar four-hour whale watching experience here . Prices start at $48 per person!

Take a self-guided driving tour

If you’d rather stick to land, but still want to explore what the Cape Ann area has to offer, a driving tour might be just what you’re looking for! Plus, if you go the self-guided route, you’ll get to enjoy the comfort and privacy of your own vehicle without sacrificing the insights that can only come from a narrated tour.

You can learn a great deal of local history and explore the beautiful lighthouses and quaint villages that line this part of the shore. Plus, since you will not be beholden to a structured tour, you can go at your own pace and stop to explore anything that catches your eye.

This experience starts at $14.99. The best part is that you only need to pay per car, instead of per person, which makes this a very affordable activity for any group.

Explore on electric bikes

If you don’t have a car available, or you’d like to explore with the wind on your face and no guide in your ear, electric bikes are the perfect option. You can rent a bike for the day and feel connected to the scenery that surrounds you as you ride around Cape Ann.

Go wherever moves you, even if it is off the beaten path. E-bikes give you the freedom to discover more because they won’t tire you out the way that traditional bicycles can. You will only be restricted by the 8 hour time limit on the bike rental, but that gives you plenty of time to explore!

Rentals can be booked here , and they start at $61.54 a person. The bike can be dropped off at any hotel or home in the area!

Aerial view of the beaches along the Gloucester Mass shoreline

Go to some of the best beaches on the North Shore

New England’s coastline is home to many beautiful beaches . In Gloucester, you’ll find that are some particularly stunning areas to enjoy the white sand and salty sea air.

Wingaersheek Beach is one of the best spots for a seaside stroll, though technically this beach is on the shore of the Annisquam River (which feeds into Ipswich Bay). There are tons of tidal pools to investigate, as well as sandbars, dunes, and rocks aplenty. Plus, there are lifeguards from 9-5, except during the off-season. There are also showers and bathrooms available.

If you’re in the area, you also won’t want to miss Good Harbor Beach. This is one of the region’s most popular destinations for surf and sand, for good reason. It’s incredibly scenic with stunning views of the sea, as well as the twin lighthouses that can be found on Thacher Island. There are also lifeguards in the summer here, as well as bathrooms and showers year-round.

Just a short way over in Rockport, you can find another incredible beach. Long Beach doesn’t have the same amenities as the Gloucester beaches, but this quant beach-house-lined stretch of sea and sand makes up for it with stunning views of the twin lights on Thacher Island.

Buy fresh seafood from a fishmonger

If you love lobster, crab, or fish, you might just mistake Gloucester for heaven. That’s because this little Massachusetts town is an active fishing port. In fact, Gloucester is the oldest fishing port in the country.

This means that you won’t be able to find seafood fresher anywhere else! So it would be a crime to visit Cape Ann and not taste the local fare, especially since eating out is one of the best parts of traveling.

A few local favorite fish mongers include Turner’s Seafood Market, The Fresh Lobster Company, and Connolly Seafood. However, you’re sure to find plenty of other options if you just explore!

Shop at independent bookstores

When you’re on vacation, especially at the beach, it can be nice to dig into a good book. There’s nothing more relaxing than setting up a towel or chair on the sand and getting lost in a story. So if you’re in the market for a good book while you’re in Gloucester, why not shop small and support a local bookshop?

Even if you’re not a reader, you can still appreciate that Dogtown Books is one of the coolest stores in town. This shop specializes in “used and unusual” books and has been providing Gloucester with books since 1997. They also frequently host book clubs, open-mic nights, author events, and readings, so it’s worthing checking their schedule for the dates that you’ll be around!

Another great option is The Bookstore of Gloucester . This historic shop has been operating since 1974, and offers an incredible and curated selection of stories. If you’re looking for a great read, they have you covered.

Wander the Hammond Castle Museum

If you’re looking for something truly unique, the Hammond Castle Museum offers a really special experience. After all, how many European Castles can you find in the American Northeast?

The museum is a great place to learn about the life and creations of the inventor, John Hays Hammond Jr. He was a bright man who is most known for his work on radio control and there are numerous exhibits that cover his contributions to technology.

However, the real draw of this museum is the stunning architecture that can transport you in time. In the 20s, Hammon commissioned a residence to be built on a bluff that looks out onto the Atlantic Ocean. His goal was to recreate a Medieval Castle for himself.

The building’s stunning architecture features design components from every century from the 1400s on, and it’s truly a sight to behold. Hammond was inspired by his love of history, and this also drove him to amass a huge collection of artifacts from the Renaissance, Middle Ages, and earlier periods as well. Many of these are on display at the Hammond Castle Museum, so it can be a beautiful place to learn about art and times that have passed, as well.

Tickets can be purchased on the museum website . They are $20 for those 12+, $15 for senior citizens, and $10 for children between 5-12. Kids under 5 can get in for free!

Rent a boat

If you’re looking to explore Cape Ann, don’t feel limited to land! There are tons of opportunities to get out on the water and enjoy the ocean. And if you’re over 21 and have a driver’s license, renting a boat can be one of the most amazing ways to experience the sea.

Gloucester Boat Rental offers a variety of different boats that can be taken out by groups with up to 8 passengers. The boats can be rented for a full or a half day, and you’ll be able to assume the Captain’s role and tour the area however you would like to.

Prices vary depending on the boat you select, but you can learn more about the options here . For a full-day, an inflatable boat can be rented for as little as $500!

If you’re in New England for the seafood, what better way to enjoy fresh fish than to catch it yourself? Plus, fishing isn’t just rewarding for your stomach, it’s a really fun and relaxing way to pass the time and enjoy the water.

Yankee Fleet Deep Sea Fishing has been offering fishing excursions since 1944, so there is no company more seasoned and qualified to take you out on the sea. Plus since there is a captain and full crew on board, you won’t need to worry about anything besides your catch.

There are many different packages available for different trip lengths. However, half days start at $50 a person for 4.5 hours, and a full 9 hour trip is $74. There are also longer excursions available, including overnights.

Sail on the Schooner Thomas E. Lannon

Since Gloucester is America’s oldest fishing port, it’s a town steeped in history. It can be fascinating to take a step back in time and learn about what life was like for previous generations. One particularly fun way to explore the local history is to charter the Schooner Thomas E. Lannon.

Taking a ride on this sailboat will allow you to simulate the experience of fishermen in the early 1900s. Plus, it’s just a beautiful way to get out on the water. The Thomas E. Lannon can hold up to 49 passengers. This vessel also comes equipped with snacks and a bar so that you can have a perfect time aboard.

Public sails last around 2 hours and start at $48 for adults. There are also sunset cruises and private charters available too. You can find more info here .

A lighthouse in the distance in Gloucester, MA with rocks in the foreground

Visit the Eastern Point Lighthouse

The lighthouses that decorate the New England coastline are a sight to behold. These charming structures draw in tons of tourists, as they are found in scenic surroundings and offer a fascinating window into the past.

The Eastern Point Lighthouse in Gloucester is one of the top attractions in the area, so if you’re in Cape Ann, it’s worth checking it out. This lighthouse was first built in 1832 and makes for a beautiful photography subject.

Unfortunately, as the lighthouse is now operated by the United States Coast Guard, it is not currently open to the public. However, it is still worth exploring the area so you can get a glimpse of it, even if you can’t go inside.

Indulge your sweet tooth at Holy Cow Ice Cream

If you get a hankering for something sweet while you’re exploring Gloucester, you’ll definitely want to stop into the Holy Cow Ice Cream Cafe . It’s a fun little joint with a great atmosphere and even better desserts.

Holy Cow offers really high-quality ice cream that is entirely homemade. On top of that, they have an eclectic menu that includes some really fun and exciting gourmet flavors. Cinnamon Churro Dough, Pineapple Upside Down Cake, and Cold Brew Oreo are just a few of the delicious flavors that you may not find elsewhere. If you want something really special, their ice cream sandwiches can’t be beaten either.

Holy Cow is also great if you are vegan, lactose-intolerant, or traveling with someone with one of these dietary restrictions. They have a separate menu that is entirely vegan and dairy-free, so everyone can enjoy a cone!

See a performance at the Gloucester Stage Company

For some culture and a chance to support the local arts, look no further than the Gloucester Stage Company. This professional theater company is also a non-profit that works to enrich the local community with engaging performances throughout the year.

Past performances have included classic shows like Spring Awakening and Shakespeare’s Hamlet. However, the Gloucester Stage Company makes a point to put on productions that are lesser-known as well. Furthermore, they are committed to diversity in their programming and take representation to heart when selecting a piece to perform and when they are casting.

Tickets start at $54 for adults, but package deals are available if you want to attend every play in a season.

Sunset cruise dinner (Beauport Cruiselines)

When you’re in a town known for its fishing, what could be more fitting than to indulge in some seafood on the water? A dinner cruise is a wonderful way to experience the sea. You’ll be able to really feel luxurious as you drink and dine on lobster while aboard a beautiful ship.

Beauport Cruiselines offers numerous fun trips, but the Sunset Dinner Cruise might be the most exciting. You’ll enjoy a New England Lobster Bake Dinner and be able to appreciate a full bar, live entertainment, and of course, the ocean.

Tickets start at $69 per person. There are also lunch cruises and special events that are available as well.

Stop by the “Cut Bridge”

Blynman Bridge is referred to almost exclusively as the “Cut Bridge” by the locals of Cape Ann. This little drawbridge is one of the most active on America’s eastern shore. In fact, some days, it is raised as many as 60 times.

It goes across the Blynman Canal, which is the connector between Gloucester Harbor and the Annisquam River. The Canal dates back to 1643, but the bridge was not constructed until 1907. There’s a lot of local history wrapped up in this little waterway, which is part of why a visit to the Cut Bridge can be so nice.

The Cut Bridge is also just a lovely sight for bridge enthusiasts or anyone looking to take in some of the quaint charm of New England. If you’re in the area, it’s definitely worth just taking a stroll by and snapping some photos of the bridge.

Go on a food tour

There are a lot of great things about traveling. There are new sights, cultures, history, and people to explore, which can be really exciting. However, without a doubt, one of the most enticing parts of going somewhere new is trying the local food.

New England is home to some phenomenal seafood, as well as many other great cuisines. In fact, there’s such an abundance of good food that you might not know where to begin. That’s the beauty of a food tour: a seasoned guide will take you to the best spots and let you sample a little bit of everything.

The Gloucester Food Tour from Cape Ann Foodie Tours will lead you to five to six different spots. You’ll be able to taste a classic chowder, some authentic cannolis, and many other delicious dishes. The tour is $59 per person, which covers all of the food. However, this does not include gratuity.

Go paddleboarding

Want an active way to enjoy your vacation and get out on the water? Paddleboarding can be just what you’re looking for. Stand-up paddleboarding can be a great workout, and it’s also a lot of fun. It’s the perfect activity for anyone looking for a little adventure while they’re in Gloucester!

Cape Ann SUP + Surf offers tons of different paddleboarding options that can accommodate all skill levels. If you’ve never tried it before, there are group or private lessons that you can sign up for. If you know the basics but would prefer a guided experience, you can also go on a paddleboard tour. There are also SUP Yoga classes and paddleboard rentals available if you’re ready for something more advanced.

Group lessons are $45 per person, and tours are $65 for each person. If you’re interested in renting a board and going off on your own, it’s $60 for 4 hours or $80 for a full day.

Attend a festival or special event

Depending on when you’re in town, there may be some exciting events happening. This is especially true in the summer when there is almost always something going on in Gloucester. Taking advantage of the local happenings can be a great way to have a unique experience and make some really special memories.

If your dates line up, the Riverfest Seaside Music Festival is one event that you won’t want to miss. There is always a great roster of live music to be found at this festival, plus lots of food trucks, entertainment for the kids, and plenty of booze for the adults.

If you’re able to, you should also check out St. Peter’s Fiesta. This is a five-day festival that happens every year in Gloucester to celebrate St. Peter, who is known to be the patron saint of fishermen. It’s one of the most exciting events in the Cape Ann area, and it brings in visitors from all over. There will be boat races, a carnival, a greasy pole contest, and much more!

Fisherman's Memorial Statue in Gloucester Mass

Go to the Fisherman’s Memorial Monument & Fisherman’s Wives Memorial

As you may have gathered, Gloucester is a city that is pretty big on fishing. It’s America’s oldest fishing port, and the local economy still actively relies on this industry.

However, fishing can be a lonely and hard profession since much of the fisherman’s life is spent on the water, away from land, creature comforts, and his family. It can also be a dangerous career path, especially in the deep sea.

The Fisherman’s Memorial Monument seeks to honor and thank all of the fishermen who have sacrificed for their community. This statue commemorates the significance of this industry to Gloucester, and acknowledges the men who have sustained it.

But the burdens of the fishing industry don’t rest on the fishermen alone. They are also leaving behind wives who have to carry on in their absence. This can be a difficult burden to bear, especially when there are children. That’s why the Fisherman’s Wives Memorial honors the women behind the fishermen.

Spend an afternoon at the Cape Ann Museum

The Cape Ann Museum showcases the art and history of the region in a historic building that has become a shining beacon for the community. 

The museum was established in 1875 as the Cape Ann Scientific and Literary Association, but it has since evolved into a thriving cultural hub. The main site is located in downtown Gloucester. It has an auditorium, Library & Archives, children’s activity center, two sculpture gardens, a captain’s home from the 19th century, and various galleries housing both permanent and temporary exhibits. The Cape Ann Museum Green was inaugurated in 2020 as the new location of the Museum. Three historic buildings, open green space, and a brand new, state-of-the-art Collections Center can all be found at 13 Poplar Street in Gloucester, where CAM Green is housed. The Collections Center also has more space for displaying and storing CAM’s collections.

Get Spooky in Dogtown Common

Part of the Essex National Heritage Area, Dogtown Common is a legit ghost town. Its history is both strange and exciting. This area has rumors of suspicious drifters, wolves, witches, werewolves, curses, and scary dolls. 

Settlers first arrived in the region in 1693, drawn there by the relative safety afforded by the area’s interior location from both pirates and the native peoples, who were naturally displeased by the influx of strangers. Approximately one hundred households called Dogtown home during its heyday (1750-1800).

Dogtown, formerly known as the Common Settlement, received its name from the free-roaming pack of strays often seen in the area. Many women who had lost husbands at sea or in battle kept dogs for self-defense and company. These animals grew wild when their owners died and now roam the adjacent grasslands.

During the Great Depression, Roger Babson, founder of Babson College, hired unemployed stonecutters in Dogtown to carve uplifting messages on boulders and stones left behind by the glaciers melting. 36 of these mysterious and oftentimes unnerving writings are strewn throughout the landscape.

Dogtown in Massachusetts is now a rocky 3,000-acre park where tourists may explore the trails and tangled trees that once covered the town and discover the village’s abandoned cellar holes. However, many visitors have complained that the region is difficult to navigate due to its hazardous terrain and crumbling ancient farmstead foundations. The curious traveler hankering for a ghost town experience must visit Dogtown – with caution.

Stage Fort Park 

When the first immigrants arrived in Gloucester in 1623, they established fishing stages in this area. Half Moon and Cressy beaches may be found at Stage Fort Park , along with a sand volleyball court, a brand new playground, a baseball field, a basketball court, and tennis courts. There are public facilities, a visitor center with maps and information, a privately operated restaurant serving food, and many picnic tables and grilling sites (bring your own grill). There are various festivals, farmer’s markets, fireworks displays, concerts, and storytimes for kids throughout the summer. 

Ravenswood Park 

The environmentalist ideals of the park’s creator are reflected in Ravenswood Park’s 600 acres of calm space for reflection. Businessman and philanthropist Samuel Sawyer of the nineteenth century bought more than twenty-six parcels of land near his home on Freshwater Cove, including woods, pastures, and a swamp. Upon his death, Sawyer bequeathed this land to be developed into a park, which would be called Ravenswood, after the castle in Sir Walter Scott’s The Bride of Lammermoor. Snow-covered hemlocks, the fresh scent of spring, and relief from the sweltering heat of summer all await you here.

Rafe’s Chasm

The Trustees of the Reservation sold Rafe’s Chasm Park , a 10-acre space, to the City of Gloucester for a dollar in 1959. 

Views of Norman’s Woe rock to the northeast and Kettle Island to the southwest may be enjoyed from this beachfront park that stretches from Hesperus Avenue to the rock.

About fifty yards away from Rafe’s Chasm Park is private property where the chasm itself may be found. Please respect any signs that read “Private Property.”

This massive rock fissure, once known as Rafe’s Crack, was renamed Rafe’s Chasm on maps in the 1850s.

Legend has it that a formerly enslaved man called Ralph resided in the area around the Chasm and constructed many of the rock walls that can still be seen today along Hesperus Avenue, thus the name.

After the end of the Civil War, the chasm was discovered and quickly became a major tourist attraction.

Visit Beauport, the Sleeper-McCann House

Sleeper-McCann House in Beauport is a National Historic Landmark because it was the vacation home of Henry Davis Sleeper, one of the first professional interior designers in the United States. Beauport, which Sleeper built on a rock outcrop overlooking Gloucester Harbor, served as his haven, stage for social gatherings, and professional display.

The McCanns bought Beauport after Sleeper’s death and substantially preserved it. Travel to Beauport to explore every nook and cranny of Sleeper’s lifelong collection of oddities, colorful glass, folk art, ceramics, and silhouettes. There are forty unique rooms, each with its own theme, color scheme, decorative accent, or literary or historical character. In this hotel, there is no room that is like any other, and all of them are absolutely stunning. Meet Sleeper, a gay man who lived in the early 20th century, his housekeeper Mary Wonson, his interesting neighbors, and the house’s numerous eccentric visitors.

Visit the Cape Pond Ice Company

In 1848, blacksmith Nathaniel R. Webster founded Cape Pond Ice Company, then known as Gloucester Co., in response to the growing need for a consistent supply of ice by the fresh fish business. Fish, especially halibut and cod, were preserved in salt and brine prior to then.

Webster’s first ice house was constructed by damming a nearby creek.

Within four years, Webster constructed ice houses on Upper and Lower Day’s Ponds, near Foster’s Serv Station, and on Cape Pond in Rockport; the latter is now the company’s primary location.

In 1858, Webster’s son succeeded to the family’s ice monopoly in Cape Ann. 

These days, The business is available for commercial appointments at any time of day or night, all year round. In addition to filling tractor trailers and trucks with block ice or blown crushed ice, Cape Pond Ice can pump at a rate of one ton per minute on up to three fishing boats simultaneously. Pallets of bagged ice ranging in weight from 30 to 40 pounds are transported all throughout Cape Ann and New England.

The business caters to a wide variety of customers, including commercial fishing boats and processors, broccoli and poultry growers, redi-mix concrete builders, and customers who want unique ice sculptures. 

A viewing window in the office looks out on the 150-ton-per-day ice block manufacturing area. Tours of the facility are no longer available, but visitors may hear a free history talk in the gift shop, watch historic video footage, or take a peek at the wharf. 

Explore downtown Gloucester

Gloucester, Massachusetts, is the oldest continuously operating seaport in the United States and is known for its nautical heritage, delicious seafood, bustling waterfront, and stunning beaches. Experience the finest of New England’s coastal natural splendor while on land and marine activities. Downtown Gloucester has award-winning restaurants, chic stores, fun events, and a lively arts and culture scene.

Small Business Saturday, November 26, marked the beginning of the third annual Winter Lights on Cape Ann celebration, which continues until New Year’s Day, January 1.

Businesses in Essex, Gloucester, Ipswich, Manchester-by-the-Sea, and Rockport are joining up this year to decorate their establishments with more than one hundred holiday lights displays. Lights and elaborate window decorations are being set up in stores as a way for owners to get into the Christmas mood.

Rocky Neck Art Colony & Cultural Center

One of the earliest art colonies in the US may be found at Rocky Neck. Rocky Neck, a small peninsula in Gloucester’s working harbor, is well-known for its scenic beauty, its distinctive light, its rich cultural past, and its lively, supportive community.

Some of the most influential figures in American art history, such as Winslow Homer, Edward Hopper, Frank Duveneck, and Childe Hassam, were among the Plein air painters who called Rocky Neck home in the late 19th and early 20th centuries.

Many other modernists, such as Stuart Davis, Milton Avery, Adolph Gottlieb, Nell Blaine, and Mark Rothko, were also drawn to Cape Ann by its picturesque scenery and active waterfront.

Rocky Neck galleries host the works of dozens of local artists every summer, from painters and potters to textile designers, photographers, and even jewelry makers.

There is a wide selection of dining options to suit every palate, and on the weekends, many establishments provide live music to enhance the atmosphere further.

The Rocky Neck Art Colony, located in Gloucester’s Rocky Neck Cultural District, is a terrific area to take a walk on a sunny summer day, stop by on the way to or from the beach, or have a delicious dinner.

Visit Rockport 

A nearby town to Gloucester, Rockport is striking in its seaside beauty. Rockport played the role of a small Alaska village in the 2009 film The Proposal, starring Sandra Bullock, Ryan Reynolds, and Betty White.

I recommend watching the movie the night before you head to Rockport! It’s fun pointing out all the locations, from Motif No. 1 to the Fudgery and noticing the CGI mountains in the background.

There are a few things everyone visiting Rockport must do — explore Bearskin Neck, enjoy a lobster roll, and explore Halibut Point State Park.

You can grab a lobster roll at several locations, but I recommend Roy Moore Lobster Company and The Lobster Pool.

Roy Moore is in Bearskin Neck, so you can grab a lobster roll and take a short walk on the long beach there, hitting Motif No. 1 and checking out the other sites.

There are also breweries, beaches, art galleries, and much more. Check out my post all about Rockport here.

Visit Essex 

Essex is next door to Gloucester and is great for antiquing and seafood. It is known as the “Restaurant Capital of New England” due to the high concentration of eateries per resident.

Many of its traditional and innovative dining establishments are situated on the riverbanks of the Essex, with picturesque views of the estuary and Great Marsh. 

Essex is a great year-round destination for foodies because of its abundance of restaurants serving anything from freshly caught seafood to classic New England specialties with a creative twist. 

Sit back with a craft beer or beverage and watch the boats go by while you soak up some sun on an outdoor deck. When the weather outside is chilly, you may warm yourself by dining next to a fire.

Gloucester is jam-packed with rich cultural and historical sites, delicious food, beautiful art, and stunning scenery. When will you visit?

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  • Taste Gloucester
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  • Ales & Tales
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Cost : $75.00 (gratuity not included but appreciated!)

Great for group or corporate outings! (call for group pricing)  This tour goes out by request only! Please contact us. Group minimums apply.

Questions? For more information please visit:  www.capeannfoodietours.com  or feel free to call us at: 617-902-8291

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Gloucester Harbor Walk to Cape Ann

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This free and self-guided interactive virtual and on-the-ground tour overlaps the Gloucester Harbortown Cultural District and the Historic District as well as the Essex Coastal Scenic Byway. It stretches over a mile and encompasses much of our City’s unique and authentic heritage on over forty granite posts. It was designed to appeal to visitors of every age and interest with numerous links to more information  with some wonderful video clips and an acclaimed Walking cinema from unTravel Media .It also has an introduction to poets Charles Olson and T.S. Eliot;  artist and writer, Virginia Lee Burton; and women workers on the waterfront.

The Walk was facilitated by the City of Gloucester with support from the Seaport Advisory Council. It was designed by Cambridge Seven Associates and includes interactive components. Among other awards, its Walking Cinema took the Gold MUSE of the American Alliance of Museums ahead of the Smithsonian’s American History Museum and the Barnes Foundation.  The Walk also won the Excellence on the Waterfront award and much press. Please see the website, http://gloucester.harborwalk.org

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Cape Ann Harbor Tour: Self-Guided Drive

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Tour Details

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Welcome to the cape ann harbor tour.

Discover Cape Ann with a self-guided drive along the scenic waterfront! Enjoy the vistas, beaches, and natural beauty of this quintessential New England coastline at your own pace. Visit the famous Fisherman’s Memorial, beautiful Beauport, and the scenic Harborwalk, all while diving into the stories of Massachusetts of days past. The roundtrip tour through Gloucester and Rockport also visits Fort Point, Eastern Point Lighthouse, Bearskin Neck, Halibut Point State Park, and more .

About the Tour

Cruise along the road less traveled on Cape Ann, where adorable villages, stunning beaches, and history dating back hundreds of years come together. On this flexible, app-based tour, you can move at your own pace and stop for photos wherever you’d like!

The tour begins just outside Gloucester, with gorgeous views of the harbor. Here, you’ll find the enormous Tablet Rock, which opens a window to the year 1623, when Pilgrims first landed on these shores. Hear all about their struggles to survive in this harsh new land.

Next, head into Gloucester and dive into the town’s uniquely New England culture. Learn about the importance of fishing to this community, the dangers of that high-stakes profession, and the tragic story behind the Perfect Storm, which still reverberates through this town to this day.

Then, visit Gloucester’s harbor to see why locals simply can’t live anywhere but here. Meander along the gorgeous harborwalk, breathe in the salty sea air, and maybe even spot a few whales!

After that, cruise along with the cape’s artsy southern point and discover the artist colony of Rocky Neck and the spectacular Niles Beach, perfect for catching some sun. Admire the huge, 56-room mansion of Beauport, then snap some iconic Massachusetts photographs of the Eastern Point Lighthouse.

Drive-up the eastern coastline next on your Cape Ann Harbor tour, past plenty of spotless beaches, including the unbelievably picturesque Pebble Beach, which feels like it was practically made for Instagrammable moments! Listen to the tale of Thacher Island just beyond the shore and the shipwreck which put it on the map.

Then, head through Rockport and hear the wild story of Hatchet Hannah and her crusade against alcohol. After picking up on the local history, you’ll get the chance to see the most painted building in the entire world. No, really!

Venture north to the most remote part of the cape, and listen along the way to the harrowing events of the infamous Blizzard of 1978 and another equally terrible storm over a century earlier. Then, stretch your legs in the beautiful Halibut Point State Park, which offers breathtaking ocean views you can’t find just anywhere.

Finally, angle back toward Gloucester, but not without getting the inside scoop on the so-called Witch House and the devastating shipwrecks that have occurred along this cape over the years. This comprehensive, self-guided driving tour will show you everything there is to see on the Cape Ann Harbor tour and fill you in on all the stories you need to hear while you’re at it!

Starting Point Address: Glouchester Visitor Center at Stage Fort Park, 24 Hough Ave, Gloucester, MA 01930

See the Best of Massachusetts:

See all the top sights in Massachusetts at your own pace with our Self-Guided Driving and Walking Tour Bundle. Priced at just $39.99, the bundle gives you access to over 300+ audio stories and lets you in on never before heard stories.

How Does It Work?

  • Once you book a tour, you’ll get a text/email with instructions.
  • Download the app (while in good wifi/signal) and use your unique password to access your tours. If there are multiple versions or entrances for your tour, be sure to download all audio guides.
  • To begin touring, go to the starting point and launch the app.
  • The audio starts automatically once you reach the starting point. Stick to the tour route and speed limit for the best experience.
  • Please note that no one will meet you at the starting point.

What You'll See

Our Cape Ann excursion begins at the Gloucester Visitor Information Center. We'll get our view breathtaking views of the waterfront from this point.

Walk to Scenic Views

Instead of setting off on our drive right away, we'll first check out the most striking feature of the scenery: the massive Tablet Rock. In 1907, the plaque the rock was unveiled to Commemorate the first settlers in this area.

Tablet Rock at Stage Fort Park

We can also choose to walk around this area before our driving, admiring the amazing views of the park, the ocean, and the city.

Fisherman’s Memorial

Our drive along Cape Ann's scenic harbor begins once we cross the canal. First, we'll admire Cape Ann's most famous momument: the Fisherman's Memorial. As we continue, we'll learn about the significance of fishing in Cape Ann's past — and the famous movie about it, "The Perfect Storm".

Gloucester HarborWalk

Here we can choose to pause again to explore Cape Ann's Harborwalk. Along the path are 41 granite slabs containing pieces of the town’s long, odd, sometimes sad history. These “story moments,” as they are called, were put together by teams of volunteers eager to show the world what Gloucester is made of. Taken together, they form a mosaic of this strange, beautiful place.

Cape Ann Whale Watch

Cape Ann and Glouchester’s whale watching industry guarantees whale sightings with every voyage. Their boats often take passengers to a marine wildlife preserve that’s been called one of the top five whale-watching destinations in the entire world!

Niles Beach

As we drive along scenic Cape Ann's waterfront, we'll discover beaches both big and small. We can choose to stop at one, some, or all, as we learn more about what's unique about each one.

Beauport, also known as Sleeper–McCann House, Little Beauport, or Henry Davis Sleeper House, is a beautiful historic home tucked away on the Cape Ann waterfront. As we drive, we'll dive back into Cape Ann's history.

Eastern Point Lighthouse

During the early 1800s, maritime trade in Gloucester was booming. Ships traveling between these ports and China or India were turning enormous profits, and captains started to become especially anxious at the prospect of losing their extremely valuable cargo in a shipwreck. Enter: lighthouses!

Thacher Island

Thacher Island is a small island off Cape Ann on the Massachusetts coast in the United States. It is a part of the Town of Rockport. It was a place where some naval confrontations, both minor and major, took place, which helped secure a victory for the colonists.

Our scenic drive along Cape Ann now leaves Gloucester and brings us into Rockport. We'll learn more about Rockport and the region as we drive.

Our brings us to "the most painted building in America"!

Bearskin Neck

This land was once home to a large number of bears, but don’t worry! They’re long gone now. According to legend, one such bear was caught by the tide and killed in 1700, which is how this place got its name.

Granite Pier

Granite Pier is one of the Rockport’s oldest piers. As you might have guessed, this used to be where ships would be loaded with granite for transport. As we explore the pier and nearby beaches, we'll get a better understanding of the Cape Ann of days past, and that of the present. Our drive then continues along Halibut Point and Harvey Reservation.

Annisquam Lighthouse

Annisquam Harbor Light Station is a historic lighthouse on Wigwam Point. As we approach, we'll learn more about shipwrecks, shipping, fishing, and maritime trade.

Goose Cove Reservation

Our scenic drive along Cape Ann has finally looped back to Stop 1! We're nearly back at the Gloucester Visitor Information Center.

Preview The Tour

  what is cape ann known for.

Cape Ann is known for its picturesque coastal scenery, charming towns, historic landmarks, vibrant arts community, and fishing heritage.

  Why is it called Cape Ann?

Cape Ann is named after Queen Anne of England, as a tribute to her. It was originally settled by European colonists in the early 1600s.

  Where is Cape Ann located?

Cape Ann is located on the northeastern coast of Massachusetts, in Essex County. It includes the towns of Gloucester, Rockport, Manchester-by-the-Sea, and Essex.

  Why do people go to Cape Ann?

People visit Cape Ann to enjoy its stunning beaches, explore art galleries and studios, experience maritime history, indulge in fresh seafood, and immerse themselves in the region’s natural beauty.

  Is Gloucester city worth visiting?

Yes, Gloucester is worth visiting for its historic seaport, beautiful harbor, vibrant arts scene, and cultural attractions like the Gloucester Maritime Heritage Center

  How do I spend a day in Gloucester?

Spend a day in Gloucester by exploring its historic district, visiting museums, enjoying fresh seafood, strolling along the harbor, and perhaps taking a whale watching tour.

  What is the difference between Cape Cod and Cape Ann?

Cape Cod and Cape Ann are both scenic coastal areas in Massachusetts, but Cape Ann is located farther north and is known for its rocky coastline, fishing heritage, and arts community.

  What towns are part of Cape Ann Massachusetts?

The towns that are part of Cape Ann are Gloucester, Rockport, Manchester-by-the-Sea, and Essex.

  What is the name of the most famous cape in Massachusetts?

The most famous cape in Massachusetts is Cape Cod, known for its iconic sandy beaches, charming villages, and vacation atmosphere.

  What are the 3 main capes?

The three main capes in Massachusetts are Cape Cod, Cape Ann, and Cape Elizabeth.

  Can I Bring My Car to Martha’s Vineyard?

Yes, you can bring your car to Martha’s Vineyard. There are car ferry services available to transport vehicles to the island

  Can I bring my pets on this self-guided tour?

It’s advisable to check with the specific tour organizers or locations regarding their policies on bringing pets, as some places may have restrictions or guidelines for pet access.

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1. Whale Watching Tour in Gloucester

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2. Whale Watching Trips to Stellwagen Bank Marine Sanctuary. Guaranteed sightings!

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3. Salem and North Shore Full Day Private Tour

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4. Ultimate Boston Audio Tour Bundle

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5. Ultimate Cape Ann Self-Guided Driving Audio Tour in Gloucester and Rockport

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6. Massachusetts Self-Guided Driving and Walking Tours Bundle

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7. Full-Day Private Guided Tour of Hammond Castle and Boston

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8. Boat tours of Cape Ann: Whale or seal watching, lighthouses and harbor cruises.

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9. Private tour to northern Massachusetts coast from Boston - Hotel pick up

Keep the fun going with other experiences in the area.

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History and Hauntings of Salem Guided Walking Tour

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The Salem Night Ghost Tour

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Bewitched Walking Tour of Salem

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Boston Ghosts and Gravestones Trolley Tour

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Salem Witch Trials Historical Walking Tour

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Martha's Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option

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Mysteries and Murders of Salem Guided Night-Time Walking Tour

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Self-Guided Smartphone Ghost Walking Tour in Salem

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Boston Historic Sightseeing Harbor Cruise with Up-Close View of USS Constitution

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Salem "Hocus Pocus" Movie Locations Tour (31st Anniversary)

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Salem High Speed Ferry to/from Boston

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Boston: North End to Freedom Trail - Food & History Walking Tour

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Satanic Salem Walking Tour

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Old Salem Ghost Tour with Ghost Hunting Gear

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Boston's North End Small Group Food Tour

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Requiem for Salem Walking Ghost Tour

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Salem Ghosts Boos and Brews Haunted Pub Crawl

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Boston's North End Pizza & History Walking Food Tour

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North End Food and History Tour

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Boston Whale Watching Cruise by High-Speed Catamaran

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Privateer Schooner Sailing Tour in Salem Sound

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Salem Voodoo, Vampires, and Ghosts Guided Walking Tour

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Haunted Footsteps Ghost & Paranormal Salem Tour

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The Small Group Boston Tour, I know secrets that others don't!

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1692 Salem Night Walking Tour

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"Witch Trials" Walking Tour in Salem

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Wicked Awesome Tours: Witch Trial History and Salem Haunts!

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Salem Ghosts: Witches, Warlocks, & Hauntings

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Salem's Dark History & Witchcraft Hysteria Guided Walking Tour

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The Ghosts of Salem Walking Tour

What travelers are saying.

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  • Whale Watching Tour in Gloucester
  • Whale Watching Trips to Stellwagen Bank Marine Sanctuary. Guaranteed sightings!
  • Private Charters Hundred Year Old Fishing Schooner
  • Private North Shore and Salem Tour
  • Ultimate Cape Ann Self-Guided Driving Audio Tour in Gloucester and Rockport
  • Cape Ann Foodie Tours
  • Schooner Thomas E. Lannon
  • Defiance Sail Charters
  • Schooner Ardelle
  • Harbor Tours
  • Charlie's Charters
  • Schooner Adventure
  • 7 Seas Whale Watch
  • Cape Ann Whale Watch
  • Connemara Bay Fishing Charters
  • Tuna Hunter Fishing Day Charters

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Our menu for the week of April 16-19

The menu for our in-person dining and to-go meals is the same.

In-person dining is available M-F from 4:30-5:30 p.m. at the Gloucester Food Pantry (28 Emerson Ave., Gloucester MA). All are welcome!

Meals to-go are also available M-F (with extra for the weekend).

Pick-up meals at the Gloucester Food Pantry on M-W from 3-5 p.m. and TH-F from 3-6 p.m.

Before placing your order, please inform your server if a person in your party has a food allergy.

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Did you know that 1 in 6 people in Gloucester need food assistance! Your donation can put an end to food insecurity for a family today. 

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The Open Door is organized to serve people who live in 10 cities and towns in the northeast corner of Essex County, MA. Gloucester, Rockport, Manchester-by-the-Sea, Essex, Ipswich, Rowley, Topsfield, Boxford, Hamilton and Wenham.

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Justice for all

The U.S. Department of Agriculture (USDA) prohibits discrimination in all its programs and activities on the basis of race, color, national origin, religion, sex, gender identity (including gender expression), sexual orientation, disability, age, marital status, familial/ parental status, income derived from a public assistance program, political beliefs, reprisal or retaliation for prior civil rights activity. (Not all prohibited bases apply to all programs.)

Program information may be made available in languages other than English. Persons with disabilities who require alternative means of communication for program information (e.g., Braille, large print, audiotape, and American Sign Language) should contact the responsible Mission Area, agency, staff office, or USDA’s TARGET Center at (202) 720-2600 (voice and TTY) or contact USDA through the Federal Relay Service at (800) 877-8339.

To file a program discrimination complaint, a complainant should complete a Form AD-3027, USDA Program Discrimination Complaint Form, which can be obtained online,  HERE , from any USDA office, by calling (866) 632-9992, or by writing a letter addressed to USDA. The letter must contain the complainant’s name, address, telephone number, and a written description of the alleged discriminatory action in sufficient detail to inform the Assistant Secretary for Civil Rights (ASCR) about the nature and date of an alleged civil rights violation.

The completed AD-3027 form or letter must be submitted to USDA by mail:

U.S. Department of Agriculture Office of the Assistant Secretary for Civil Rights 1400 Independence Avenue, SW Washington, D.C. 20250-9410

fax: (833) 256-1665 or (202) 690-7442 email: [email protected]

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IMAGES

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  3. 9 Best Things to Do in Gloucester, Massachusetts

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  4. The 10 Best Seafood Restaurants in Gloucester, MA

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COMMENTS

  1. Taste Gloucester

    Our most filling tour, Taste Gloucester guests will make their way on foot through downtown Gloucester sampling food from five or six local vendors during this award winning foodie tour. From delicious local chowder, bacon wrapped scallops, authentic Italian cannoli, to a sandwich that Gloucester natives have been enjoying for decades. ...

  2. HOME

    ABOUT OUR CULINARY & CULTURAL TOURS. Cape Ann Foodie Tours are walking culinary and cultural tours of Cape Ann Massachusetts. Our tours will show you a side of Cape Ann you would have been hard pressed to find on your own. Our food-focused tours will leave you with a full belly and a true understanding of what makes this charming area of New ...

  3. Taste Gloucester Food Tour

    Taste Gloucester is an incredible way to experience America's oldest working seaport. Of course you have to take a whale watch (we recommend Cape Ann Whale Watch) and see the harbor, but after you see Gloucester by water its time to eat! Our tour meets up on top of Harbor Loop near downtown where we take in the beautiful sights from this grassy knoll that overlooks the working harbor front ...

  4. Cape Ann Foodie Tours

    Jul 2020. The Cape Ann Foodie Tour was our first break-out from COVID and it was a great entry back into civilization. Despite a horrific rain storm we had a wonderful time. Cindy is so knowledgeable and so passionate about her community it makes you want to return and experience even more of Gloucester.

  5. Cape Ann Foodie Tours

    Cape Ann Foodie Tours. Gloucester, MA 01930 (617) 902-8291. Visit Website . This foodie tour is the most delicious way to discover Gloucester! Embark on a walking culinary and cultural tour that will leave you with a full belly and a true understanding of this charming, unique seaport city as well as tales from Cape Ann's flavorful history ...

  6. Cape Ann Foodie Tours

    Food and cultural tours. Cape Ann Foodie Tours, Gloucester, Massachusetts. 949 likes · 16 talking about this · 37 were here. Food and cultural tours

  7. Cape Ann Foodie Tours

    Specialties: Taste Gloucester is a guided food and cultural tour of America's oldest working seaport. Join us as we make our way through downtown sampling a variety of local dishes while learning more about this working maritime city and the people who call it home. Your sure to walk away "full" of knowledge! Established in 2012. Taste Gloucester started as a way to showcase the best of ...

  8. THE BEST Gloucester Food & Drink Tours (Updated 2024)

    By colleenbY5741IL. Awesome Foodie Tour! Wonderful selection of restaurants, food, and tastings along the way. 3. Plug In Cape Ann Tours. 22. City Tours • Cultural Tours. By InOurElement. We took a walking tour with Kim thanks to her ArtWeek event - what a find!

  9. Tour Gloucester

    In her most filling, and award winning tour, Taste Gloucester, guests will make their way on foot through downtown Gloucester sampling food from five or six local vendors, including Cape Ann Olive Oil Co. ... we highly recommend the Taste Gloucester Tour. To book a tour, click on the logo below to connect to Cindy's website. 57 Main Street ...

  10. Gloucester Food Tour

    Cape Ann Foodie Tours: Gloucester Food Tour - See 253 traveler reviews, 136 candid photos, and great deals for Gloucester, MA, at Tripadvisor.

  11. Cape Ann Foodie Tours

    Our food-focused tours will leave you with a full belly and a true understanding of what makes this charming area of New England so unique. From our premier "Taste Gloucester" walking tour of America's oldest working seaport, to our "Sights and Sweets" dessert tour of famous Bearskin Neck, to our "Ales and Tales" pub tour, we are sure to have ...

  12. Tours

    Cape Ann Foodie Tours. Downtown (617) 902-8291. ... Tuna Hunter Fishing Charters. West Gloucester (978) 407-1351. Website. Tuna Hunter offers full-service deep sea fishing charters for giant bluefin tuna, striped bass, cod and haddock, sharks, flounder, bluefish and more. ... PO Box 915 Gloucester, MA 01930. 978-675-1818.

  13. 7 Things to do in Gloucester on a Day Trip or Weekend Getaway

    Either explore on your own or take a food tour with Cape Ann Foodie Tours. I always love a good food tour, and the Taste of Gloucester tour stops at five or six local vendors to try chowder, bacon-wrapped scallops, beer tastings, Italian cannoli, and a sandwich that is a favorite of locals. Along the way, you can learn more about the 400-year ...

  14. What to Do, Eat, and See in Gloucester, MA

    Discover Gloucester Massachusetts, just 45 minutes from Boston! Home to America's oldest seaport, Gloucester offers rich maritime history, fresh-caught seafood, an active working waterfront, and several of the world's most beautiful beaches. Enjoy adventures by land, and by sea, and experience the best of New England's natural beauty on ...

  15. 30+ Things To Do In Gloucester, MA

    The Best Things To Do In Gloucester. Go whale watching. Take a self-guided driving tour. Explore on electric bikes. Go to some of the best beaches on the North Shore. Buy fresh seafood from a fishmonger. Shop at independent bookstores. Wander the Hammond Castle Museum. Rent a boat.

  16. Gloucester HarborWalk

    Learn why Gloucester visitors just like you love this captivating journey through the town's maritime history and vibrant culture. During the free self-guided HarborWalk tour, you'll explore 42 granite story posts, mesmerizing public art, lush gardens, and breathtaking views while accessing engaging stories on your mobile phone. {.

  17. Tour Stops

    Unearth the stories of Gloucester's mariners, artists, innovators, and intriguing characters through 42 granite posts that showcase the town's rich history. Experience the working waterfront, downtown, and today's vibrant community in a whole new light. 42 Tour Stops on the captivating journey through the vibrant seaside town of ...

  18. Land and Sea Tour

    This 3-3.5-hour tour highlights the best of all things Gloucester. After an introduction to America's Oldest Seaport by one of our knowledgeable tour guides, guests will depart for a unique tour of Gloucester Harbor. On this 1-1/4 hour cruise and demonstration, you'll learn all about lobsters and lobstering. As part of your cruise, enjoy a ...

  19. Gloucester Harbor Walk to Cape Ann

    Gloucester Harbor Walk to Cape Ann. This free and self-guided interactive virtual and on-the-ground tour overlaps the Gloucester Harbortown Cultural District and the Historic District as well as the Essex Coastal Scenic Byway. It stretches over a mile and encompasses much of our City's unique and authentic heritage on over forty granite posts.

  20. Cape Ann Harbor Tour: Self-Guided Coastal Exploration

    Starting Point Address: Glouchester Visitor Center at Stage Fort Park, 24 Hough Ave, Gloucester, MA 01930. See the Best of Massachusetts: See all the top sights in Massachusetts at your own pace with our Self-Guided Driving and Walking Tour Bundle. Priced at just $39.99, the bundle gives you access to over 300+ audio stories and lets you in on ...

  21. THE 5 BEST Gloucester Tours & Excursions

    Guaranteed Sightings! 7 Seas Whale Watch is located in the heart of historic downtown Gloucester, MA and in one of the …. Free cancellation. Recommended by 98% of travelers. from. $45. per adult. 3. Salem and North Shore Full Day Private Tour. 5.

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    You have come to the right place food for you and your family Get Food Deliveries Fresh meals get snap help Community Meals Our menu for the week of April 16-19 The menu for our in-person dining and to-go meals is the same. In-person dining is available M-F from 4:30-5:30 p.m. at the Gloucester Food […]

  23. Cape Ann Harbor Tours

    Tour America's oldest seaport aboard M/V Lady Jillian. Enjoy area attractions of the inner harbor at your own pace. The Water Shuttle connects Gloucester's two Cultural Districts, Harbortown, and Rocky Neck. Ride the Water Shuttle, it's the best deal in town! $10 Ride All Day! No Reservations, Pay On Board. STOPS: