Key West · HISTORICAL TOURS
8 reviewed
This is the shortlist we’d hand a friend: the 8 historical tours worth booking in Key West, each with its price, its verdict, and the one thing to know before you commit.
Taste Key West’s Historic Seaport on a 3-hour walking tour with 5 tastings, shrimp and lobster, plus wine and key lime pie.
“The guide was wonderful - very knowledeable about key west and also the food places we went - all the food was great except i would substitute something else for the lobster mac & cheese maybe conch fritters?”
Taste your way through Key West Old Town with 5 authentic stops, including conch fritters, Cuban favorites, Key lime pie, and more—small group.
“Our guide Chris was very enthusiastic and well informed. We visited many local restaurants and enjoyed delicious specialties. We certainly didn’t need to eat again that day. Thank you Chris!”
A small-group Key West historic walking tour through Bahama Village and the Conch Republic, with tablet photo storytelling and major landmarks.
“We so enjoyed touring the Bohemian District with AJ. We so loved hearing about the history and current culture today. AJ is very knowledgeable and passionate to share. We are excited to come back to Key West and spend more time there. Thank you, AJ.”
Fly high over Key West’s seaport on a classic parasail with long air time, friendly local crews, and optional pro photos.
“We had the best experience Parasailing in Key West. The Parasailing guides were very kind and helpful and even went back to pick up a hat that fell in the water. The experience itself was amazing, Parasailing over beautiful blue water and enjoying the views. Overall it was a very pleasant experience and would recommend.”
Small-group Key West history walk with shipwreck wealth, Mel Fisher, Audubon House stories, and a Southernmost Point photo finish. 90 minutes.
“Alejandro was a great guide and really showed me alot about the history of Key West. Great tour for a solo traveller.”
Sail Key West at sunset on the historic schooner When and If. Enjoy beer and wine, spot dolphins, and help raise sail.
“So much fun! Great time on a historic ship! Would recommend this to anyone who wants to get out to see the sunset or looking for an enjoyable evening.”
Half-day from Key West: ride the Overseas Highway, stop at Bahia Honda, see endangered Key deer, and scout the Blue Hole for wildlife.
“The guide was super nice. The tour was just a little bit too simple for the price. It felt like we were in the van longer than actually exploring or touring.”
Relax on a Marathon sunset cruise past the Seven Mile Bridge with golden-hour photos, calm water, a wine toast, and cool drinks.
“The crew was great on our trip and took us to a few places and provided local knowledge before watching the beautiful sunset.”
