Top Key West Dinner Cruises

Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar

Jam to crowd favorite beats by live musicians, eat, drink, and watch the sunset on this classic party cruise from Key West. Dance the evening away or relax on the sundeck or in shaded areas as you sip on a margarita, beer, or other beverages. Unlimited drinks and light appetizers are included so you don’t need to pay extra. A great standalone evening activity or the start of a night out.

Key West Sunset Sail with Live Music, Drinks and Appetizers

Key West Signature Sunset Sail with Live Music, Open Bar & Food

Special Offer

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

2 hours 30 minutesFree Cancellation

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres

Key West Hop-On Hop-Off Trolley Tour

1 hour 30 minutesFree Cancellation

Eat your way around Key West on a food tour of “mom and pop” eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and delicious key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.

Southernmost Food & Cultural Walking Tour by Key West Food Tours

Snorkel North America’s only living coral reef, then catch an unforgettable Key West sunset, all in one trip. Jump into clear waters with provided gear and spot colorful marine life under the surface. Back on board and after you’re dried off, enjoy rum punch or other beverages on deck as reggae music sets the vibe. A perfect mix of adventure and relaxation, ideal for couples or friends.

Key West Rum and Reggae: Reef Snorkel Adventure and Sunset Sail

Key West Glass-Bottom Boat Tour with Sunset Option

1 hour 45 minutes to 2 hoursFree Cancellation

Discover a side of Key West some visitors miss, and immerse yourself in its beautiful scenery, on a half-day sailing tour. Board your catamaran and head to North America's only living coral barrier reef. Pass some of Key West’s top attractions on the way, then dive in to see hundreds of species of colorful fish, coral, and other sea life. This cruise includes snorkeling gear, plus beer, wine, and soft drinks.

Key West Afternoon Snorkel Sail with Unlimited Cocktails!

Key West Reef Morning Snorkeling with Breakfast and Mimosas

Sunset Sail in Key West with Beverages Included

1 hour 30 minutesFree Cancellation

Get ready for fun in the sun—and check off two top experiences in just one trip—on this dolphin-watching and snorkeling tour off the coast of Key West. Departing Key West, look out for dolphins swimming alongside the boat, then jump in for a shallow-water snorkel at the Key West National Wildlife Refuge with many different species of marine life. Relax, feel the warm sea breezes, and select from a variety of refreshing beverages on board the boat.

Key West Dolphin Watch and Snorkel Tour - Eco Adventure

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

Key West Rum and Reggae: Reef Snorkel Adventure and Sunset Sail

Must-Dos in Key West

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What are people saying about Key West

Kelly_S, Aug 2026

Great fun, great snorkeling

The crew was very nice and informative. They took good care of all the passengers and made it a pleasant experience. The snorkeling was really good. My only suggestion would be for the crew to give more details on what we might see and even have some pictures to share with us.

Southernmost Food & Cultural Walking Tour by Key West Food Tours

Prissy_G, Jul 2026

Eating with Scott!

This was an amazing way to see the low key and off the beaten path of Key West. The food a tasty mix from the cultures that make Key West unique. Our guide, Scott, was great! He had so much knowledge of the history and culture of the Keys. His insight and personality made the tour special. Definitely would request Scott!

Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

Joann_S, Jun 2026

Gorgeous night with a great crew and good food.

This was an absolutely beautiful sunset tour. The captain and crew were friendly and competent. The appetizers were delicious: shrimp cocktail, Caprese sticks, and ahi paste with croustini. The boat was very spacious, and there was room for everyone. I would recommend this tour to anyone. We saw many dolphins and a gorgeous sunset. The music was classic rock. Five stars!

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

Carol, May 2026

Must see!!!

Captain Joe and his crew were terrific!!! Conversations were great and the crew were so friendly and hospitable. Saw the most beautiful sunset I have ever seen. They are beautiful from the shore but unbelievably gorgeous from the water. This is a MUST tour here in Key West.

Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar

Lora_B, Feb 2026

Amazing crew, amazing sunset!

The boat was freshly cleaned and well-stocked. Our captain Steve was friendly and had a bunch of interesting information about the island. He played great music and was always up for suggestions. We had an intimate party of great guests. Sky, the bartender made excellent drinks and had great suggestions. They had about 9 different beers available and a full liquor bar, as well as wine. Both Sky and Steve went out of their way to make sure we were having a great time and had a beautiful view of a beautiful sunset on the water, we even got to see a couple pods of dolphins that they tracked down for a closer view. We enjoyed our experience so much, but what really made it special was the hospitality of Sky and Steve. They made the trip extraordinary, even pointing out different beaches and houses along the way to our sunset view and back. Overall, the trip was about 2.5 hours or so and we will definitely be back the next time we are in Key West to jump aboard “The Good Times”! If you booked through Viator, the details were limited but this is run through Snuba of Key West with a departure time of 5/515pm.