KEY WEST · FLORIDA KEYS
Key West’s best days on the water.
The 14 most popular food & drink tours in Key West. What each trip costs, how long it runs, and who takes you out.
Southernmost Key West Food & Cultural Walking Tour packs 5 tastings, Cuban stops, and Old Town stories into a small-group 3-hour walk.
Most Popular“We enjoyed everything about this tour. Marissa our tour guide provided a nice balance of history, food and local lore. The walking was pretty easy and now there are so many new places to try. Well worth it!”
Taste Key West’s Historic Seaport on a 3-hour small-group walk with 5 tastings, white wine, and end-of-tour key lime pie.
“This was an excellent food tour! Guide, Mike, was awesome! Would recommend this tour to anyone wanting to get a good idea of Key West and taste some of the flavors it is known for.”
Key West Bight boat day with jet ski, snorkeling, kayaking, inflatables, parasailing, and lunch plus beer included for 21+.
“We showed up today to do watersports, today is supposed to be windy while a cold front comes in. We arrived and went out to sea. Upon arrival at our activities, the crew informed us we’d have to leave due to weather/wind. We woke up early, drove here, parked, waited to board and finally take…”
Sail Key West at sunset on the America 2.0 schooner. Drinks and hors d'oeuvres included, wildlife sightings, and a shot at the green flash.
Sail Key West at sunset on a modern 3-deck catamaran with live music, unlimited open bar, and light appetizers for about 2 hours.
“The sunset, the drinks and the music were all great! Snacks were nothing special, but we planned ahead ate dinner. We have done a cruise like this before and it is usually a couple of veggies and maybe rolls or some kind of bite size snack.”
A 2-hour Key West sunset sail on the Sandie Cat with an open bar, finger foods, and live music on the upper deck.
“The crew did a great job! The pictures do this excursion justice!”
A small-group Key West Historic Old Town food walk with 5 tastings, classic conch and Cuban flavors, and a smart route ending at Mallory Square.
“We had the old town food tour. Our guide was John. His knowledge of the history Key West was amazing. It’s obvious that he loves what he does and wants to share it with tourists. He had great rapport with all of the proprietors at each stop on the food tour. We saw places and…”
Snorkel two Key West reef spots on The Miss Valyn, then sail into sunset with beer, wine, and champagne on a 3-hour catamaran.
“I had the best crew for sure. Dante, Logan, and Rachyl was amazing. Amazing views, incredible corals.”
A 2-hour Hemingway walk in Key West with lunch, key lime pie, and rum punch, plus on-foot stops tied to Papa’s real life.
“Caleb was very knowledgeable about Hemingway and Old Town. He also shared a lot of information about Jimmy Buffet as an added bonus! For future tours, it would be great to know an ending point, as we had left our bikes all the way back at the Hemingway House.”
Key West Cuban-Caribbean food walking tour with 5 tastings, small-group Old Town route, local stories, and recipe takeaways for $90.
“Great tour! Food was delicious! Make sure to bring a hat and sunscreen!”
Key West secret walking food tour through Old Town. Cuban bites, conch fritters, rum tasting, and chocolate-dipped key lime pie.
“Very nice tour that highlighted by several local food places.”
Spot dolphins near Key West, snorkel reef waters with included gear, and cruise back with unlimited beer and soda on a comfy 55-foot yacht.
“It was perfect experience! Very knowledgeable and friendly stuff, clean boat, good equipment for snorkeling.”
A 2.5-hour Key West private food tour with 5 tastings, iced coffee, museum and aquarium admissions, and an end at Mallory Square.
“Sharry was wonderful!!!! Highly recommend!!!!!! Her food choices were excellent, her tour knowledgeable yet comfortable and laid back, and it was so nice to stray from the beaten path a bit!”
A 2-hour Key West walk tracing Hemingway’s life with three local tastings, plus stops tied to his writing, fishing, and boxing days.
Every way to get out on the water, and every reason to stay for the sunset.
