KEY WEST
Ranked by traveller popularity
The 10 most popular historical tours in Key West. Here's what they actually deliver, who runs them, and what they cost.
Walk Key West’s Historic Seaport with a local guide, tasting at 5 stops from pink shrimp to lobster mac and finishing with 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 Historic Old Town food tour with 5 authentic tastings, iced coffee, conch fritters, Cuban flavors, and key lime pie. 2.5 hours.
“It was a good visit with several restaurants. The food was good. Keep in mind however that there are other food tours that are cheaper.”
A small-group 1.5-hour walking tour of Key West’s Historic District, with local stories on the Conch Republic, Bahama Village, and Hemingway-era ties.
“This was a great way to learn about the vast and exciting history of Key West! AJ was super nice and encouraged any and all questions!”
Parasail above Key West’s historic seaport with Sunset Watersports, fly up to 15 minutes, and enjoy Marine Sanctuary views from the dock.
“My Hunny and I booked for a10am morning parasailing adventure. His first time, and a little afraid of heights, I have a “flying every chance I get” bug 😁 We went out on a perfect day for parasailing.. little breeze, warm enough outside. The 2 guy crew couldn’t have done more to bake everyone on…”
Walk Key West’s southern edge with a small group: shipwreck stories, Mel Fisher, Audubon House, a moved lighthouse, Hemingway tales, and a buoy photo.
“We had a patient guide, AJ, who gave us a detailed tour of historic Key West. 5 stars for him on this hot day.”
Two-hour Key West sunset sail on a historic schooner. Spot dolphins and turtles, sip beer and wine, help raise sail, small group.
“Dress warm as it can be a little cooler on the water. Captain Zach was great as well as first mates Veronica and Jahn. The boat also summers in historic Salem MA. Highly recommend.”
Florida Keys Nature & History tour from Key West with 20+ bridges, Bahia Honda, 7-Mile Bridge, Key Deer, and Blue Hole wildlife.
“Scott was the best! Extremely accommodating to each Well worth the time Highly recommend this tour to everyone”
Marathon sunset cruise with Seven Mile Bridge views, calm Keys waters, cool drinks, and occasional live acoustic music. 1.5 hours.
“We surprised my parents with a sunset tour. With the sunset setting on the Atlantic side of Marathon, the views were spectacular, waters super calm and the staff beyond amazing! Mike, Jason and Tyler were beyond accommodating and knowledgeable answering our questions. We will definitely be using this company again!!”
Walk Key West Historic Seaport, taste 3 key lime pies, and finish with a key lime cocktail on a small-group tour.
“VIP treatment!!! Kim was fabulous! We had the best time! We love you Kim!!!!!!!!!!!!!!!!!!!!!!!!!!!!”
A 90-minute private walking tour through Key West’s art stops, starting at the Custom House museum, with museum admission included.
“Seeing the art displayed at the museum of art and history, of my friends uncle, Mario Sanchez. We only wanted to go to the museum, but Lindsey and Ryan are so knowledgeable we kept on going and so glad we did. I think we could have spent the whole day with them. Highly highly highly…”
