KEY WEST · FLORIDA KEYS
Key West’s best days on the water.
The 11 most popular food 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“What a great way to experience the local flavors! All the restaurant choices were phenomenal and Kieran was very knowledgeable as he is a conch!”
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.
“You shouldn’t miss the opportunity to take part in this experience! My bride and I had an amazing ball!!”
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.
“Fun live music and a sunset sail. The captain, crew, and live musician were great. Open bar and light snacks were provided”
A 2-hour Key West sunset sail on the Sandie Cat with an open bar, finger foods, and live music on the upper deck.
“Beautiful cruise and an amazing sunset. We enjoyed the food, drinks and music”
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…”
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.
“Must do while in Miami! Go be a Papi for a day enjoying some Cuban coffee, with a fedora and a cigar.”
Key West secret walking food tour through Old Town. Cuban bites, conch fritters, rum tasting, and chocolate-dipped key lime pie.
“Good tour. The food places were good resting stops and the food was really good. I wish the tour guide had more information on the local history. He did an excellent job servicing the group at each stop.”
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.
