romantic dinner cruise chicago

The 5 Best Chicago Dinner Cruises [2024 Reviews]

The iconic Chicago skyline can be appreciated from many aspects, but nothing is better than viewing it from the water, itself. If you’re looking for the perfect date activity or evening adventure with friends, I can’t recommend a dinner cruise enough.

I’ve gone ahead and carefully curated a list of the 5 top Chicago dinner cruises that are well worth your time and money.

Elegance, relaxation, and unparalleled views come together to make a memorable night out on an enchanting voyage from the heart of the city. Let’s jump right in!

Be sure to see our reviews of Chicago Architecture Cruise Tours .

Best Dinner Cruises in Chicago

Quick answer: the 5 best rated chicago dinner cruises for 2024.

• Chicago Gourmet Brunch, Lunch, or Dinner River Cruise
• Chicago Fireworks Dinner Cruise with Buffet
• Chicago Premier Dinner Cruise on Lake Michigan
• Chicago: Lake Michigan Buffet Brunch, Lunch or Dinner Cruise
• Premier Chicago River Dinner Cruise

Chicago Dinner Cruise Tour Reviews

1. chicago gourmet brunch, lunch, or dinner river cruise.

• Duration: 2 to 2.5 hours
• Departure: Chicago River Esplanade
• Departure Time: 6:30 PM
• Includes:   2-hour cruise,  3-course meal,  Unlimited coffee, hot tea, and iced tea,  Onboard DJ (for dinner cruises),  Architectural narration (for lunch and brunch cruises),  Navy Pier fireworks (on Wednesdays and Saturdays)

The great thing about this cruise, is that you get to choose between a lunch, dinner, or weekend brunch option.

I tried the weekend brunch as I love a good mimosa and had tried plenty of other evening cruises, already. The Chicago: Gourmet Brunch, Lunch, or Dinner River Cruise  is a fantastic outing for a large group, with attentive staff, delicious food, and of course, amazing views!

We arrived at the Chicago River Esplanade, which is actually one of my favorite places to stroll around whenever I’m in the city.

The Chicago Riverwalk offers amazing views of the surrounding buildings, and as every single one has such history behind the unique styles, it’s that much more interesting.

I was lucky, because the weather that day was warm and sunny, with the glittering water reflecting the buildings on the banks. This is a fine dining experience, which means if you’re looking for an opportunity to wear a nice dress or suit, this is the perfect chance!

Upon arrival, we were escorted onboard the ship and led to our table in the dining area which was nice to know we had a table reserved.

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The glass enclosure was perfect as I know Chicago weather can get pretty intense without much notice, plus it allowed for fantastic views without obstructing anything.

We sipped on some cocktails as the onboard DJ played some lovely music before we were served our brunch of salmon toast, French toast, chicken, yogurt parfaits, cheesecake, mud pie, and much more!

Keep in mind this is a 3-course meal, which I felt was nicely timed and had a cohesive menu that worked well together. While I didn’t take the dinner cruise, I have also heard great reviews, as some nights even include fireworks!

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience, other experiences you may enjoy:, 2.  chicago fireworks dinner cruise with buffet.

• Duration:  3 hours
• Departure: 600 E Grand Ave, Chicago
• Departure Time: 7:00 PM
• Includes: Fireworks Display if weather permitting, Dinner, Live entertainment, Coffee and/or Tea

Speaking of fireworks, this next tour is perfect for enjoying the exciting light show right over Lake Michigan! I find this tour to be perfect for celebrating important dates like anniversaries, birthdays, and much more!

The Chicago Fireworks Dinner Cruise with Buffet Tour  will not only treat you to stunning panoramic vistas of the city skyline, but a fully enchanting experience that’ll light up the night sky with dazzling colors.

Meeting on Grand Ave, it’s super easy to get to – especially if you’re already staying in the Loop or Miracle Mile! We were escorted onto the vessel, the  Spirit of Chicago,  by very polite, friendly, organized staff who genuinely paid attention and made sure we were all having a great time.

We got seated and enjoyed some unlimited coffee and tea (believe I definitely took advantage of that!) and took some photos before we set off!

We were given essentially front-row seats to a spectacular fireworks display with choreographed sequences that sprinkled just a bit more magic to an already unforgettable night out.

Of course, if it’s really windy or rainy, this may not be possible, but in our case it was! The onboard DJ was a nice touch, adding even more fun and excitement, complete with dance areas for us to hang out and get our groove on!

The unlimited buffet was surprisingly delicious – I’m typically a bit wary of buffets as I feel like most of the food is unforgettable, but this wasn’t the case.

I highly recommend the oven-baked Atlantic flounder filet and the red velvet and chocolate chip brownie! This was such a fun way to see Chicago’s famous architecture while celebrating out with loved ones!

3. Chicago Premier Dinner Cruise on Lake Michigan

• Duration:  2.5 hours
• Includes: Dinner cruise on Lake Michigan, 3-course plated dinner with attentive tableside service, unlimited coffee, hot tea, iced tea, and water, guaranteed table for your party size, onboard DJ entertainment and dance floor, service charges, local taxes and fees

If you’re looking for a luxurious way to spend an evening in Chicago or the perfect date night activity, check out this next tour!

Seamlessly combining delicious food with unparalleled views of the city’s skyline, the Chicago Premier Dinner Cruise on Lake Michigan is spectacular.

It’s almost like hanging out in a swanky lounge in an exclusive vessel gliding along the tranquil waters of Lake Michigan as you indulge in an exquisite dining experience!

This cruise is easy to access, with the crew immediately escorting us onboard and answering any questions we had along the way. Offering an unparalleled vantage point, we had plenty of time before setting sail to take photos and enjoy the glow of the setting sun.

I do recommend dressing up for the evening as everyone else was dressed quite nicely, which made sense considering our vessel for the evening was a luxury yacht!

I loved the “smaller” details, like the fact that we received a personal welcome from the captain and crew, and even had our photo taken by the yacht’s photographer to add to the experience.

I also appreciated that we had our own private table as opposed to sitting in crowded areas like many other tours involve. Our servers also introduced themselves and frankly offered much better service than the vast majority of upscale restaurants I’ve been to.

The 3-course, plated dinner was absolutely amazing, complete with plenty of drinks from the full-service bar and an impressive wine list I definitely took advantage of!

The onboard DJ was mixing a fantastic selection of jazz and more contemporary songs as we explored the observation deck and the Captain’s bridge! This was such a beautiful tour that I plan on taking again, when I’m looking for a special night out.

4. Chicago: Lake Michigan Buffet Brunch, Lunch or Dinner Cruise

• Duration:  2 hours
• Departure:  Varies (depending on option booked)
• Departure Time: 12:30 PM
• Includes:   Cruise on the Spirit of Chicago,  Buffet brunch, lunch, or dinner (based on option selected),  Onboard DJ,  Dance floor,  Onboard games,  Unlimited coffee, hot tea, and iced tea,  Service fee

This next tour is really similar to our first one, offering the option to select between brunch, lunch, or dinner. It’s also a bit shorter than the others at just 2 hours, making it super easy to fit into a busy schedule.

The Chicago: Lake Michigan Buffet Brunch, Lunch or Dinner Cruise  is not quite as “fancy” as some of the others I’ve detailed, but it’s a load of fun and a great way to make some friends!

I’d been to Chicago many times but hadn’t gone to Navy Pier until recently, and wondered why it took me so long! It’s super easy to access, and has such a fun vibe, with all kinds of sites to take in and beautiful waterside views.

Once we arrived, we were escorted onto our vessel, receiving a personal greeting and having our photos taken by the ship’s photographer to keep a little memento before they led us to our private table.

This was another buffet-type setting, which I quite enjoyed as there were many plates I liked enough that I went back for seconds and thirds!

The unlimited coffee was a nice addition, and it was surprisingly fresh, which made a big difference to me as a coffee fiend.

Viewing the Willis Tower, Trump Tower, and many other iconic pieces of architecture was simply phenomenal while sipping on my cup of Joe and taking in the views.

This adventure also had a DJ on board, who did a fantastic job at selecting a variety of different songs that seemed to get everyone up and moving!

The 3 climate-controlled decks ensured there was enough room for everyone while offering viewing spaces no matter what the weather. I recommend this tour if you’re looking for a casual, more “party” experience with some yummy food and amazing views!

5. Premier Chicago River Dinner Cruise

• Departure: 455 N Cityfront Plaza Dr, Chicago
• Includes:  Dinner cruise on Chicago River, 3-course plated dinner, unlimited coffee/hot tea/iced tea, guaranteed table, service fees, local taxes

I’m not one to turn down a fabulous evening of dining and sightseeing, and the Premier Chicago River Dinner Cruise Tour is one of the best options for just that!

This 3-hour excursion takes you on a beautiful voyage through the heart of Chicago’s architectural wonders by means of the stunning Chicago River. The river itself is packed full of history, not to mention the unique structures on either side – all of which you’ll learn about as you cruise on.

The Cityfront Plaza address is very easy to get to if you’re staying downtown, and you can get there by foot, car, metro, and so on as it’s right on the Esplanade by the NBC Tower.

Once we were there, we were welcomed onboard by the amazing staff. The vessel is one of the smaller ones I’d been on in Chicago, but it was very well-maintained, pretty, and comfortable, with an open-air deck and climate-controlled interior deck.

Once we got started, we were regaled with interesting stories about the history of Chicago, as well as important information as certain landmarks and pieces of architecture as we cruised.

Soon enough, we were served the first dish of our 3-course plated dinner, along with plenty of complimentary coffee, hot tea, and iced tea.

They did have an open bar with alcoholic beverages available at an extra cost, but I found the cocktails to be high-quality and tasty.

I found everything to be very well-organized, with the captain and crew directing us to our deck depending on the table option we booked.

With an onboard DJ, we got to soak in the breathtaking views of the river and great Chicago landmarks while listening to a wonderful soundtrack. If you’re looking for a relatively short yet impactful tour, I can’t recommend this one enough!

Boat Comfort

The Chicago Gourmet Brunch, Lunch, or Dinner River Cruise is our Editors Choice for the best Chicago dinner cruise.

Krysha Thayer

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Romantic VIP Dinner Cruise on Lake Michigan

Description, good to know.

• Pricing details

Departure place

You would like, a delicious meal on board a magnificent yacht, the panoramic view of chicago from lake michigan, the perfect ambiance for couples or groups of friends, essential information *.

Sail on the waters of Lake Michigan while enjoying a romantic dinner!

You will set sail on a superb, completely renovated yacht, beginning your cruise with a complimentary champagne cocktail. Wander on the deck or simply sit down and relax on the benches. The boat offers a unique view of Chicago and its famous skyline. The top of the boat also features a terrace where you can sit and relax.

Take a seat at your table at your leisure. A waiter will take your order and serve a delicious meal. 

Then, relax on the deck or unwind on the dance floor hosted by a DJ. Whether with your partner, family or friends, this is really an evening you won't forget!

• Availability: Varies (the cruise is available at least once a week, excluding exceptional dates). Please consult the calendar for avalable dates.
• Duration: 3 hours approximately (2.5 hours approximately on Sunday)
• To board your cruise, just present your booking confirmation to our service provider.
• Toilets are available on the boat.
• Suitable clothing is expected. Please avoid wearing jeans, T-shirts, trainers and sandals.
• Menus are liable to change.
• The cruise boat is wheelchair accessible.

Price includes

• VIP dinner cruise on Lake Michigan near Chicago (Gourmet Meal)
• Reserved table in your name
• Access to the terrace and dance floor
• Champagne cocktail upon arrival

Price doesn’t include

• Drinks purchased at the bar
• Transport to the boarding pier
• Tips/gratuities (optional)
• All other extras

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Chicago: Premier Dinner Cruise on the Chicago River

,Chicago Cruises

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Select a date, unation’s choice.

A two-and-a-half-hour cruise along the Chicago River

A three-course plated dinner with attentive tableside service

Unlimited coffee, hot tea, iced tea and water

The most breathtaking views of Chicago’s architecture from the Chicago River

Exclusive reserved tables for your group size

Curated music selection from our onboard DJ

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https://www.unation.com/attraction/chicago-premier-dinner-cruise-on-the-chicago-river

Choices Charters ​

Experience Chicago on the Water

Choices Charters Luxury Yacht Rentals

Experience elegance at its finest. .

The Choices Charters invites you to cruise with us along the beautiful blue waters of Lake Michigan and the Chicago River. Join us for private trips, spectacular views and unforgettable memories on a private yacht of your dreams! We are here to give you the very best boating experience possible by exceeding your expectations. 

ROMANTIC DINNER CRUISE FOR TWO

A private boat dinner is the epitome of romance and luxury combined into one perfect evening. Imagine dining on a private yacht with a perfectly painted Lake Michigan sunset as your backdrop, your favorite song playing in the background, and gourmet food prepared by our Signature Chef Kathryn’s Soul. Kathryn's Soul's Catering has a romantic all inclusive menu designed to suit your every taste and need, with the option to cater to special diets. Catering is sold separately.

Our Rental Experiences

Dockside Bed & Breaksfast

Dockside Rental

Romantic Dinner Cruise for Two

Iconic Lakefront Cruise

Wednesday Morning Sunrise Retreat

Signature Dining Experience

Lake Michigan Sunset Cruise

Navy Pier Firework Cruise

Just Chill'n

Captain Ed is a US Coast Guard Certified, Licensed Captain. He is a Navy Veteran (Viet Nam Era). He has been boating for over 15 Years. His love for being on the water has led him to desiring that others experience the beauty and serenity of the Sea. Choices Charters is the result of Choice. Captain Ed strongly believes that “The Choices we make, dictate the lives that we lead.”  thus, the name of his boat and his desire to expose others to the beauty of the boating lifestyle.

Kathryn’s Soul

Kathryn Miles, chef and owner of Kathryn’s Soul. Her love for cooking and baking started at the very young age of 10. Her father noticed that she had a gift for cooking, so he began to encourage it.

In 2019, Kathryn decided to take a chance and pursue her passion. Kathryn’s Soul, a restaurant that offers quality comfort food made with love was born.

"The choices we make, dictate the lives that we lead."

From the city to the shore.

TESTIMONIALS

TAJA & CHANCE

Every summer, I have the perfect  getaway on the Choices Charter! Sitting on the dockside is just enough for me to enjoy the Chicago Skyline and Lake Michigan.  

My first week in Chicago, I was able to set sail with my  friends for her birthday with Captain Ed. The combination of a relaxed atmosphere and impeccable service was perfect.

OTIS & CHANTI

We had the best time with Choices Charters! Captain Ed was very  accommodating ! This was our  first  time on a private  yacht.   We highly recommend!

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Tours & Attractions

Valentine’s premier plus dinner cruise on the chicago river.

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Revel in an unparalleled evening with your special someone aboard our Chicago Premier Plus Valentine’s Day Dinner cruise. Panoramic views of the city’s unique architecture will dazzle you from our glass-enclosed vessel on the Chicago River. Savor a delicious three-course meal and specialty cocktails as we cruise under the city’s famous bridges and past iconic landmarks including Navy Pier and the Willis Tower. Our exceptional service and masterful DJ create a most romantic atmosphere on our boat’s climate-controlled interior and open-air deck. Make life-long memories with your loved one aboard a spectacular Valentine’s Day celebration as you dine and dance on the alluring Chicago River. Enjoy the early bird discount code VDAY20 for 20% off cruises that run from 2/1 to 2/17. Offer valid between 1/15 to 1/21.

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Chicago dinner cruise – tickets, prices

Chicago city is an enchanting world of dinner cruises, where the city’s iconic skyline meets the serene waters of Lake Michigan to create a truly unforgettable dining experience.

Dinner cruises offer a unique perspective on Chicago, allowing you to see the city differently. You’ll also enjoy a delicious meal and live entertainment.

A dinner cruise in Chicago combines the best of both worlds, offering locals and visitors a chance to savor delicious cuisine while soaking in breathtaking views of the city’s architecture and sparkling waterfront.

Whether you’re celebrating a special occasion, seeking a romantic evening, or simply looking to enjoy a unique dining adventure, a dinner cruise in Chicago promises an elegant journey through the city.

This article shares everything you should know before buying your Chicago dinner cruise tickets.

Table of contents

What to expect on the dinner cruise, premier dinner cruise on lake michigan, chicago buffet dinner cruise on lake michigan.

• Premier Chicago River Dinner Cruise

Chicago Fireworks Dinner Cruise with Buffet

Chicago lunch cruise on lake michigan, chicago premier lake michigan brunch cruise, tips for making most of your cruise, chicago dinner cruise faqs.

A dinner cruise in Chicago offers a mix of delightful elements that promise a memorable experience.

As you set sail on Lake Michigan, you’ll be treated to panoramic views of Chicago’s iconic skyline. The glittering skyscrapers, historic landmarks, and the play of city lights on the water create a dramatic backdrop.

Dinner cruises in Chicago are known for their exquisite culinary offerings. You can expect a multi-course meal featuring diverse dishes, often prepared by skilled chefs.

To enhance your dining experience, most dinner cruises provide live music, DJs, or even dance performances, providing a lively atmosphere for you to enjoy while savoring your meal.

Many dinner cruises offer sightseeing and historical commentary during the journey. While taking in the sights, you’ll learn interesting facts about the city’s architecture, history, and landmarks.

Whether on a romantic date or a peaceful evening out with friends and family, a dinner cruise in Chicago provides a relaxed and romantic ambiance perfect for creating lasting memories.

Experience a gourmet dinner cruise on a luxurious yacht surrounded by the breathtaking skyline of Chicago.

Embark on a recently renovated vessel with a beautifully designed interior and a rooftop lounge for comfort.

Enjoy a scenic ride along Lake Michigan, followed by a delectable 3-course meal prepared with fresh ingredients by some of the world’s most renowned celebrity chefs.

After dinner, indulge in coffee and tea while taking in the stunning views of Chicago’s iconic landmarks, such as the Willis Tower and Navy Pier, accompanied by onboard musical entertainment provided by a talented DJ.

Timings and tour duration: The tour will commence at 7 pm and will last around 3 hours.

Ticket Price : US$193

Adult Ticket (13+ years): US$121 Child Ticket (4 to 12 years): US$73

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Experience an unforgettable evening in Chicago with a luxurious sunset cruise that includes dinner, sightseeing, and dancing on the shores of Lake Michigan.

You’ll marvel at the stunning views of iconic Windy City landmarks such as Navy Pier, the Willis Tower, Buckingham Fountain, and Soldier Field while indulging in a delicious all-you-can-eat buffet.

This Chicago sunset cruise offers a lavish buffet, including a carving station, breathtaking views of the city’s skyline, onboard entertainment with DJ music, access to shared spaces, and interactive games.

Ticket Price : US$140

Premier Chicago River Dinner Cruise

Embark on a 3-hour dinner cruise on the Odyssey and experience the breathtaking views of the Chicago River.

By joining this tour, you can marvel at the city’s stunning architecture through the ship’s panoramic windows.

Also, you’ll savor a delicious 3-course meal while entertained by a DJ.

The full-service bar offers microbrews, creative cocktails, and a wine list.

You can also get views of the Tribune Tower and Willis Tower as you cruise along the river.

Timings and tour duration: The tour will commence at 7.30 pm and will last around 3 hours.

Ticket Price : US$217

Experience a night to remember on Lake Michigan with this exceptional dinner, dancing, and sightseeing cruise.

Begin your adventure at Navy Pier as the evening unfolds. Take in the stunning views of Chicago’s picturesque skyline as the sun sets on the horizon.

While on board, indulge in the all-you-can-eat buffet dinner, purchase drinks, enjoy music from a DJ, and witness a spectacular fireworks display.

Whether it’s a birthday, anniversary, or any special occasion, this cruise is perfect for celebrations.

Timings and tour duration: The tour will commence at 8 pm and will last around 3 hours.

Experience a delightful lunch cruise on the Spirit of Chicago, perfect for families, groups, and corporate outings.

While enjoying a delicious buffet lunch with salads, entrees, desserts, and unlimited nonalcoholic beverages, you’ll take in the breathtaking views of Chicago’s most famous landmarks.

Take in the spectacular city skyline, Navy Pier, Soldier Field, and Shedd Aquarium, and capture them on camera.

The cruise offers exciting on-board entertainment, including a DJ, games, and a dance floor to entertain your group.

Hop aboard the Spirit of Chicago and enjoy a truly memorable lunch cruise on Lake Michigan.

Timings and tour duration: The tour will commence at 12.30 pm and will last around 2 hours.

Ticket Price

Adult Ticket (13+ years): US$102 Child Ticket (4 to 12 years): US$81

Experience the beauty of downtown Chicago’s waterfront during a two-hour brunch cruise through the city’s heart.

Step aboard a luxurious yacht at Navy Pier and bask in the relaxing atmosphere while sipping on a complimentary mimosa.

Take your pick of a comfortable spot on any of the three climate-controlled observation decks and indulge in a sumptuous buffet.

Capture stunning images of downtown skyscrapers and iconic architectural landmarks as you navigate the historic shoreline before completing your outing back at the bustling Navy Pier.

This two-hour Chicago brunch cruise boasts breathtaking city skyline views, including the Willis Tower, John Hancock, Shedd Aquarium, and Aon Center, and a freshly prepared brunch buffet and DJ entertainment.

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Here are some tips to help you make the most of your dinner cruise experience in Chicago:

Bring your camera or smartphone to capture the stunning views, memorable moments, and beautiful sunset. The unique setting provides excellent photo opportunities.

The gourmet meal is a significant part of the experience. Take your time to savor each course, and don’t hesitate to ask the servers about the ingredients and preparation methods if you’re curious.

Use this opportunity to disconnect from the hustle and bustle of daily life. Sit back, relax, and let the gentle rocking of the ship create a sense of tranquility.

If you’re prone to motion sickness, consider taking preventative measures before the cruise. Ginger candies, sea bands, or over-the-counter medications can help alleviate symptoms.

Take a moment to appreciate the beauty around you, the efforts of the crew, and the opportunity to enjoy such a unique experience.

Here are some frequently asked questions about dinner cruises in Chicago.

A dinner cruise in Chicago is a unique dining experience on Lake Michigan, offering guests the opportunity to enjoy a gourmet meal while sailing on the lake and taking in the stunning views of Chicago’s skyline.

Dinner cruise menus in Chicago often feature a variety of cuisines, including American, seafood, and vegetarian options. Some cruises offer themed menus or specialty dishes.

The duration of a dinner cruise in Chicago can vary, but they typically last around 2 to 3 hours. Some specialty cruises, like holiday or New Year’s Eve cruises, may have longer durations.

Dinner cruises in Chicago feature live entertainment, such as live music, DJs, or even dance performances to enhance the dining experience.

Dinner cruises in Chicago are generally equipped to handle various weather conditions. In the event of severe weather that affects the safety of the cruise, the cruise operator may reschedule or offer refunds.

Popular Food attractions in Chicago

# Food tours in Chicago # Chicago pizza tours # Brewery tours in Chicago # Chicago dinner cruise # Cooking classes in Chicago

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Cruises & Tours

Explore chicago by land, water or air.

Whether you’re in town for just one day or are a life-long resident, cruises and tours of Chicago are a great way to see the sights, discover something new, or treat yourself to an unforgettable experience.

From laid-back sightseeing cruises and elegant dining cruises to heart-pumping thrill rides to upscale private charters, Lake Michigan and Chicago River cruises departing from Navy Pier offer a memorable experience for all.

Our Cruises & Tours

Architecture & Sightseeing Cruises

Take in Chicago’s iconic skyline and the scenic Chicago River with sightseeing cruises at Navy Pier! These fun experiences offer guests panoramic city views along with entertaining and enlightening commentary about Chicago’s architecture and history.

Brunch, Lunch and Dinner Cruises

When you dine on Like Michigan, every table is the best in the house. Navy Pier’s brunch, lunch and dinner cruises pair world-class cuisine with panoramic views of the city and lakefront.

Speedboat Tours and Thrill Rides

This isn’t your parents’ leisure cruise! On these 30-minute speed boat rides, you’ll tear across Lake Michigan at up to 45 miles per hour while getting entertaining and informative commentary on Chicago.

Specialty and Holiday Cruises

There’s always something worth celebrating with cruises on Lake Michigan and the Chicago River. Our partners offer themed cruises for major holidays, as well as a wide variety of special events that are sure to get you in the party mood.

Groups And Private Charters

Perfect for corporate outings and special occasions, group cruises and private charters offer unforgettable experiences for up to 800 guests.

Bicycle Tours

Bike & Roll Chicago allows guests to rent bicycles for a fun experience on the lakefront.

Our Cruise Partners

Discover our partners: Spirit Of Chicago, Shoreline Sightseeing, Seadog Cruises, Odyssey Lake Michigan, Mystic Blue, Chicago Elite Private Yacht, & Tall Ship Windy

Cruise & Tour Types

Shoreline Architecture River Tours

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City Cruises – Premier Lunch Cruise on Lake Michigan

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This two-hour brunch cruise on Odyssey Lake Michigan, departing from Navy Pier, is ideal for capping off an incredible weekend. Enjoy a delicious menu stocked...

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The Most Romantic Restaurants in Chicago

These spots show your partner you’re trying

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Romance is different for everyone. For some of us, it’s a quiet meal at home. For others, it’s a pizza on the couch with the person they love best. White Castle fulfilled an unexpected craving when it introduced its special white tablecloth Valentine’s dinners. But many are still traditionalists: romance is an experience outside the ordinary, either extraordinarily luxurious food, or an extravagant setting that provides an opportunity for two people to be alone in public. Or, preferably, both of these things. Here are 20 Chicago restaurants that fit the bill.

Superdawg Drive-In

Please, name a place that is more private and romantic than the front seat of a car. This is the very definition of American romance, immortalized in countless pop songs. At Superdawg, that’s the dining room, just you and your sweetie eating hot dogs, sipping one shake through two straws, watched over by Superdawg’s founders and high-school sweethearts Maurie and Flaurie Berman, reimagined as hot dogs eternally in love. Is that not paradise by the dashboard light? There’s a second location in Wheeling.

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Little Madrid Tapas-Café

For those who equate romance with dim lighting, Little Madrid may be the most romantic restaurant in Chicago: a tiny storefront dining room illuminated only by tabletop candles. But the tapas, pintxos, and paella are all exquisite; the wine is abundant; and the service is friendly and makes you feel cared for, all the things necessary for romance to flourish.

View this post on Instagram A post shared by Little Madrid Tapas Café (@little_madridtapascafe)

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Bistro Campagne

This spot on Lincoln Avenue has one of the most exquisite patios in the city, shaded by abundant trees during the day and lit up by twinkling fairy lights after dark. The intimate indoor dining room is lovely, too, and the menu offers a selection of reasonably-priced French bistro classics, from French onion soup to Basque cheesecake, with Parisian gnocchi and steak frites in between.

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A trip to North Pond requires a stroll into Lincoln Park, green in the summer, snowy in the winter, always with a view of the Lincoln Park lagoon. Inside, windows let in light and views of the park, and fireplaces keep diners warm. The menus, both dinner and brunch, change with the seasons, but tables are always reserved and attire is always business casual, which certifies this as a special occasion restaurant.

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Geja's Cafe

A popular date night destination since 1965, Geja’s Cafe hosts couples in curtained nooks around the candlelit dining room. Listen to live flamenco music while sharing a fondue dinner, dipping vegetables and bread in cheese, sizzling steak and shrimp, and then finishing with marshmallows and strawberries smothered in chocolate. Add on wine pairings or share a bottle of bubbly.

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The flagship of one of the city’s most acclaimed restaurant groups serves a rotating seasonal menu, devised by James Beard-nominated chef Lee Wolen, in a luxurious dining room, lined with greenery and whimsical portraits, or on a lovely tree-shaded patio. Order a la carte from the menu of seasonal fare from local farms or splurge on an eight-course tasting menu that changes frequently.

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Decked out with floral designs and jeweled hues, Adalina offers a gorgeous space to enjoy Italian fare such as charred octopus with horseradish goat cheese or handmade mafaldine with artichokes. For a really special meal, try the six-course tasting menu from executive chef Soo Ahn. Keep the night going by heading to the Rose Lounge speakeasy for an after-dinner cocktail.

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Beatnik West Town

Romance doesn’t just mean love and courtship — it can also be a fantasy, or a yearning for far-away places. Beatnik in West Town, an homage to the hippie trail of the 1950s and ’60s, is opulently furnished with antiques and green plants. The Mediterranean-inspired menu similarly evokes a time and place that’s warmer, more colorful, and romantic than the present.

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Shanghai Terrace

Located in the luxurious Peninsula Hotel, Shanghai Terrace has an outdoor patio with views of the Chicago skyline. The 1930s Shanghai-inspired indoor dining room isn’t too shabby, either. The menu, meanwhile, is filled with food from all over China, but with a focus on Shanghainese, Cantonese, and Sichuan classics.

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Spice up date night at Indienne , River North’s Michelin-starred Indian restaurant. Chef Sujan Sarkar has devised non-vegetarian, vegetarian and vegan versions of a six-course seasonal tasting menu, so couples can find something delicious to suit their diets complete with their own wine pairings. Plates are often garnished with edible flowers, adding extra colorful charm to the dishes.

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Piccolo Sogno

With its marble-topped bar and sunny patio, Piccolo Sogno evokes an Italy of long, lazy afternoons on the piazza, perhaps followed by a ride through the city on a Vespa. The food continues the mood, with antipasti, salads, pizzas, and pasta, though there are also heavier meat and fish entrees for the colder months. The patio, at least during the spring and summer, is among the best in the city.

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Bavette's Bar & Boeuf

Hogsalt, the owners of Au Cheval, are known for dimly lit restaurants. And Bavette’s dim lighting, marble-topped tables, cozy red-leather booths, and gilt-edged mirrors are an entire mood. That mood calls for rich, fatty bone marrow and steak and one of the extravagant seafood towers, all washed down by a bottle or two from the extensive wine list. Finish the decadent evening with an old fashioned and a giant slice of carrot cake.

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Offering views of the Loop skyscrapers, Aba’s all season rooftop patio is one of the loveliest places in the city. The views inside are lovely too, with the dining room illuminated by a skylight and lamps hanging from olive trees. The Mediterranean-California small plates encourage closeness among diners: everything is meant to be shared.

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Bazaar Meat by José Andrés

José Andrés waited a long time before opening restaurants in Chicago. Bazaar Meat is worth the wait near the river on the second floor of Bank of America’s Chicago headquarters. This dim room is full of sultry reds, from the carpeting to the furniture. An open kitchen shows the flames used to cook a variety of meats. This is a collaboration with Gibsons, and the attention to detail is apparent. 

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Sepia takes its heritage as a former print shop seriously: the space is filled with antiques and old prints. But chef Andrew Zimmerman’s prix fixe four-course menu is thoroughly modern, offering new interpretations of the classics.

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Chez joel bistro francais.

Yes, the stereotype of a romantic restaurant is a French bistro, but stereotypes exist for a reason, right? This French bistro is located in Little Italy; run by a Moroccan-born chef, the eponymous Joël Kazouini; and it specializes in the cuisine of southern France, though if you must have the coq au vin, that’s there, too.

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Surprise that special someone by taking them to Nine Bar , the cocktail spot hidden behind the carryout counter at Moon Palace Express. With neon hues piercing through the otherwise dim lighting, it’s an intimate space to nibble cold sesame noodles and crab rangoon with a mai tai or the Android Dream, a spin on a green tea-infused highball that pays tribute to the bar’s Blade Runner vibes.

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Bronzeville Winery

This South Side spot brings upscale dining to Bronzeville in an accessible way. The a la carte menu has both small bites and large plates allowing diners to enjoy their meals on their own terms. There’s also live music or a DJ on most days which ups the vibe.

View this post on Instagram A post shared by Bronzeville Winery (@bronzevillewinery)

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Virtue Restaurant

Many of the restaurants on this list were designed to take diners somewhere they’ve never been. Virtue is about where chef Erick Williams has already been: the American South. Williams’s menu pays homage to his mother, his grandmother, and his aunts, and the whole tradition of Black cuisine. Which isn’t romance, exactly, but it’s love.

This family-owned Mexican restaurant renovated and applied a small name change by dropping the demonstrative adjective to become simply Solazo. Bringing some of the attitude from their younger West Loop restaurant, La Josie, this Southwest Side Mexican spot serves beautiful shrimp, moles, and more. There’s also a deep agave selection and some sensational cocktails.

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Valentine’s Premier Plus Dinner Cruise on the Chicago River

• Odyssey Chicago River
• 455 North Cityfront Plaza Drive Chicago 60611 United States
• (312) 321-1241
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Price — $180.00 – $299.00

Revel in an unparalleled evening with your special someone aboard our Chicago Premier Plus Valentine’s Day Dinner cruise.

Panoramic views of the city’s unique architecture will dazzle you from our glass-enclosed vessel on the Chicago River. Savor a delicious three-course meal and specialty cocktails as we cruise under the city’s famous bridges and past iconic landmarks including Navy Pier and the Willis Tower. Our exceptional service and masterful DJ create a most romantic atmosphere on our boat’s climate-controlled interior and open-air deck. Make life-long memories with your loved one aboard a spectacular Valentine’s Day celebration as you dine and dance on the alluring Chicago River. Enjoy the early bird discount code VDAY20 for 20% off cruises that run from 2/1 to 2/17. Offer valid between 1/15 to 1/21.

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SPECTRUM BY MIRARI

875 N MICHIGAN AVE April 7, 2024 - May 6, 2024 The Magnificent Mile Association and SSA 76 invite you to experience the U.S. premiere of Spectrum by Mirari. This 4 week limited engagement experience is hosted by Hearn at 875 North Michigan Avenue.

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Experience a one of a kind fusion of light and sound at the plaza of 875 North Michigan Avenue. From April 7th to May 6th, immerse yourself in an interactive installation that delves deep into the phenomenon of communication. Read more

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Chicago's springtime tradition blooms again! Every year, Michigan Avenue transforms into a vibrant floral spectacle with tens of thousands of tulips bursting into color in mid April to early May.

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Enjoy a lively day in Chicago starting with a one of a kind experience at Ed Debevic's. Then off to your Open House Chicago 2023 adventure. Savor a Halloween-themed afternoon tea at The Ritz-Carlton Chicago. Finally, end your day with some fun at Flight Club. 

Chicago Vintage Fest Mother's Day Pop-Up

Saturday, May 11th & Sunday, May 12th 12 – 6PM, Daily Pioneer Court, 401 North Michigan

This Weekend: Dash to The Altar™

In this season of love, celebrate  as  26 happy couples say “I do” on  October 7th at  The Wrigley Building  before the Chicago Marathon  on October 8th .  Keep reading  for what  your weekend in  the heart of Chicago  has in store .  

Kick-off the Fall Season In Style

Welcome to the vibrant Autumn season! Embrace the fall energy with a pumpkin cream nitro coffee from Beatrix. Sip on their new pumpkin cream nitro coffee while enjoying your choice of sweet or savory breakfast to start your day! Read more

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Romantic Boat Rides

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A romantic boat ride is special because it allows couples to spend some quality time together while enjoying the beauty of nature. It also offers a chance to relax and just enjoy each other’s company. Plus, it can be quite a unique and memorable experience to cherish for years to come.

It may be just the spark you need to show your significant other and will give you time to unwind away from the hustle and bustle. The boat itself is a romantic venue and paired with music, a refreshing breeze, and delicious food, -you cannot go wrong.

City Cruises offers romantic boat rides in cities across the US, Canada, and Europe. For intimate cruises with your loved one in the US, here are a few of the most popular destinations and cruise options for intimate cruises with your loved one in the US.

Experience Chicago aboard a romantic boat tour along the Chicago River or on Lake Michigan. A dinner cruise in Chicago offers a 3-hour experience along Lake Michigan or the Chicago River. Dinner cruises include a three-course meal, drinks, DJ-curated music, and jaw-dropping views. Brunch and Lunch options are also available if a daytime date is preferred.

An architecture tour in Chicago can also offer romantic vibes for those interested in learning about the history of the city itself. Enjoy the awe-inspiring views of landmarks such as the Willis Tower, Navy Pier, and the Old Chicago Post Office in the comfortable interior or from the open-air spaces. This premier cruise along the Chicago River comes with bottomless mimosas, a narrated overview, and exceptional service.

Romantic Boat Rides Around New York

Seeing the New York skyline from a boat’s perspective can take your breath away. New York City offers various opportunities to have a night out with the one you love, enjoying a moonlit dinner with a backdrop of an incredible skyline view.

The Bateaux New York Premier Dinner Cruise is one of the most romantic boat rides the city offers. Sail across the Hudson and East Rivers viewing various New York City landmarks while enjoying dinner, drink, and live musical entertainment throughout your 3-hour journey in a European -style, glass-enclosed boat. You and your romantic partner will enjoy an à la carte menu, and jaw-dropping, panoramic views of New York City’s skyline. You’ll see iconic landmarks up close, such as the Statue of Liberty, Empire State Building, Brooklyn Bridge, and One World Trade Center. Toast to your romance with tasty cocktails and the sweet sounds of our superb vocalist and acoustic band.

If you would like to see the NYC landmarks up close and personal, that is also an option! Statue City Cruises will take you to the Statue of Liberty to tour the landmark for yourself. As an iconic symbol of freedom, liberty, and opportunity, the Statue of Liberty represents ideals that are deeply cherished and romanticized by many people around the world. The statue’s message of hope and resilience resonates with couples seeking to celebrate love and partnership. This is the only tour that actually takes you to Liberty Island to see the Statue and to Ellis Island!

Romantic Boat Rides Around San Diego

San Diego Bay is full of romantic boat rides for visitors (and locals) to escape the city and enjoy the views on the bay. The Premier Dinner Cruise in San Diego offers passengers a romantic experience with a private table filled with seasonal dishes, drinks and cocktails, music, and incredible views. The cruise will sail past sights like the Coronado Bay Bridge and The Star of India. A dinner cruise allows you and your partner to enjoy these picturesque sights in a romantic and intimate setting. San Diego is known for its breathtaking sunsets, and a dinner cruise provides the perfect opportunity to witness this natural spectacle with your loved one. Watching the sun dip below the horizon while enjoying a gourmet meal and cruising along the waterfront is a truly romantic experience.

San Diego also offers visitors other romantic boat rides options throughout the year. Some of the most popular are specialized around holidays such as the Fourth of July, Mother’s Day, Father’s Day, Thanksgiving, and New Year’s Eve.

Romantic Boat Rides Around San Francisco

San Francisco is a phenomenal city nestled on San Fransisco Bay. This iconic city boasts romantic boat rides for sightseeing, dinner, holidays, and more. It’s no wonder Tony Bennett sang “I Left My Heart in San Francisco.” But you can’t go wrong with one of the cities biggest romantic hits on the Valentine Premier Dinner Cruise . This specialty cruise offers silver, gold and platinum packages with inspirations such as champagne, roses, a window seat and other options and upgrades. Treat your partner to a night of elegance on the water with seasonal chef favorites, drinks, and views that could make anyone fall in love.

If you are looking for romance throughout the rest of the year, the Premier Dinner Cruise is another fan favorite. Soak in the Bay and surrounding landmarks with awe-inspiring sights like Golden Gate Bridge, Alcatraz Island, and Bay Bridge, all while enjoying seasonal cuisine. Add music, specialty cocktails, and a night of entertainment while you dance under the stars!

Romantic Boat Rides Around Boston

Boston is a magical city and the perfect location for a romantic boat ride to soak in city views. Both Rowes Wharf and Seaport Blvd have cruises departing daily that serves as the perfect venue for your date. Boston’s blend of history, culture, and natural beauty makes for a romantic destination for couples looking to enjoy a memorable getaway or celebrate a special occasion.

The Premier Dinner Cruise in Boston features spectacular views of the Boston city skylines, including Zakim Bunker Hill Memorial Bridge, Boston’s Seaport District, and the historic USS Constitution warship. The 2-3 hour cruise features a 3-course meal of tableside dining, a well-stocked bar, onboard entertainment, and onboard DJ entertainment. And forget, these decks are climate-controlled to cruise year-round in all weather conditions.

The Signature Dinner Cruise gives off a little more energy, with buffet-style dining in addition to a well-stocked bar, and sightseeing options. Whether it’s a cozy window-seat, or dancing the night away with onboard music – this cruise is sure to be a hit.

Romantic Boat Rides Around Norfolk

Norfolk is a city on the water located in the southeastern Hampton Roads region of Virginia. Home to the world’s largest naval base means it is no surprise that there are many opportunities for a romance. Virginia is for lovers and there is no better place to cruise along on a romantic boat ride.

The Signature Dinner Cruise provides you and your date an opportunity to dine and dance under the stars and enjoy a delicious chef-prepared meal while soaking in the spectacular views of the Navy’s Atlantic Fleet from the skyline deck. This 2.5-hour cruise along the Elizabeth River will be just what you are looking for if you are aiming to impress! Onboard entertainment with DJ music will get you up and moving and grooving. You can customize your experience with additional upgrades such as window views and creative cocktails too.

If you prefer getting out on the water for some fresh air and sunshine, then take advantage of the Signature Lunch Cruise along the Elizabeth River and relax and unwind during this 2-hour cruise with a delicious lunch buffet, freshly prepared entrees, salads, and desserts. Dance along to DJ entertainment, listen to live narration, or take part in some interactive games on the skyline deck. You can grab a window seat and snuggle up too.

Romantic Boat Rides Around Washington, DC

The Potomac River and the Georgetown Waterfront provide stunning views and opportunities for romantic boat rides, sunset cruises, or riverside dining in the Washington, DC area. The Washington, DC Premier Dinner Cruise offers a chef-prepared plated meal, craft cocktails, and exceptional service. You’ll soak in sweeping views of Washington, DC’s iconic landmarks, such as the Washington Monument and Lincoln Memorial, offering a romantic backdrop to your evening. Enjoy the warm and comfortable indoor areas and the open-air decks while a live DJ plays the latest hits, along with romantic requests. It’s an unforgettable evening of dining and dancing on the water!

The Potomac Water Taxi is super affordable way to take your loved one out on the water day or night. This water taxi is convenient, scenic, and enjoyable way to travel along the Potomac and see the sights, with routes connecting The Wharf to Georgetown, Old Town Alexandria, and National Harbor. The opportunities are endless as you can plot your romantic path and hit your destinations from DC, to Alexandria or Maryland.

Romantic Boat Rides Around Philadelphia

While Paris is often referred to as the “City of Love,” Philadelphia also holds a special place as a romantic destination, earning the nickname the “City of Brotherly Love.” This moniker originated from the Greek roots of the city’s name, “philos” meaning love, and “adelphos” meaning brother. However, over time, Philadelphia has embraced its nickname in a broader sense, celebrating love and unity among all people.

Philadelphia’s romantic charm lies in its rich history, cultural attractions, scenic beauty, and vibrant culinary scene. Couples can enjoy scenic views along the Delaware River waterfront with a Philadelphia Signature Dinner Cruise . Dine, dance, and take in the amazing views of the Philadelphia skyline. Departing from Penn’s Landing, a dinner cruise lets you relax and enjoy the beauty of Philly’s historic waterfront.

The United States is filled with opportunities for a night of romance on a boat tour around the city. Many companies will offer private viewings as well, at an extra cost. While the cities mentioned above are some of the most attractive areas in the country for a romantic boat ride, there are dozens of other locations to choose from. Just think add water – add romance!

Romantic Boat Ride FAQs

Where are the Best Romantic Boat rides in the United States?

Some of the best romantic boat rides in the United States happen to be in some of the most attractive cities to visit including places such as New York , Boston , San Diego , San Fransisco , Chicago , and Washington DC .

What are the best romantic boat rides to take?

There are many different types of romantic boat rides to take, but some of the best include sunset cruises, dinner cruises, and private charters . Sunset cruises offer a beautiful and romantic setting for couples to enjoy each other’s company while watching the sunset over the water. Dinner cruises are another great option because they allow couples to enjoy a nice meal together while cruising around the water. Private charters offer a more intimate experience for couples who want to spend some quality time together without any distractions.

How can I make my romantic boat ride even more special?

To make your romantic boat ride even more special, try to choose a time when there will be fewer people on the water so you can have more privacy. And don’t forget to take some pictures to remember the experience!

Why take a romantic boat ride with City Cruises?

A romantic boat ride with City Cruises is the perfect way to celebrate your love. Whether you’re on your honeymoon, celebrating an anniversary, or just looking for a unique and romantic date night, a cruise with City Cruises will surely make your special someone feel loved. These romantic cruises offer stunning views of the city skyline and gorgeous riverfront scenery that are perfect for setting the mood.

What to expect on a romantic dinner cruise?

City Cruises offers a variety of different dinner cruises to choose from, so you can tailor your experience to fit your needs. Whether you are looking for an intimate dinner for two or a larger group celebration, we have the perfect cruise for you.

What should I wear on a romantic boat ride? Dress comfortably yet elegantly, especially for dinner cruises. Layers are recommended for sunset cruises as it can get cooler on the water.

Can I request special arrangements for a romantic boat ride? Yes, most cruises, including City Cruises, can accommodate special requests like custom decorations or a specific playlist to enhance the romantic atmosphere.

Are there any daytime options for romantic boat rides? Yes, daytime scenic cruises offer a relaxed and beautiful setting, ideal for couples who prefer daytime outings.

Is there live entertainment on romantic boat rides? Many dinner and sunset cruises, especially in cities like New York or San Francisco, feature live entertainment for an added romantic touch.

Can I propose during a romantic boat ride? Absolutely, proposing on a boat ride can be very romantic. Inform the crew in advance to help make the moment extra special.

Original post date: July 7, 2022

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