KEY WEST
Ranked by traveller popularity
The 10 most popular wine tours in Key West. Here's what they actually deliver, who runs them, and what they cost.
Small-group Key West sunset sail with a wine tasting, unlimited beer, and hors d’oeuvres, plus crew stories and a smoother pace for two hours.
“Wonderful evening. Crew was great, music was just right, wine and accompanying food/snacks were tasty and plentiful.”
Small-group Key West sunset catamaran with dolphin spotting, premium wine, and chef’s tapas. About 2.5 hours, $89.
“We had a wonderful time! Everyone made the trip wonderful and relaxed. We saw a ton of dolphins s breaching the water, topped of drums, tapas and full hearts. Thanks you!”
Key West champagne sunset catamaran with beer, wine, champagne, sangria and light bites. 1.5 hours of captain-led views.
“Beautiful sunset cruise aboard a catamaran. Crew super nice and accommodating making sure you are well taken care of. Plenty of O’douvres and drinks are served, along with live entertainment. Definitely recommend!”
Snorkel Florida Keys reefs near Key West, then sail into sunset on a catamaran with included gear and unlimited beer and wine.
“Had a great trip doing the sunset snorkel. The crew was awesome and it was an excellent time. The views were great and the snorkeling was fun.”
2-hour sunset sail from Stock Island with eight wines, five beers, and charcuterie. Small group, schooner crew, stunning views.
“This was an awesome experience. The food and wine selection was great! Staff was awesome! And the views of the sunset were top notch! Would highly recommend!”
Private 2-hour Key West sunset sail on a 65-ft schooner with global wines, craft beer, snacks, and a calm private-group vibe.
“Love the wine tasting, delicious appetizers and engaging crew. With the limited number of passengers, the service is first class.”
Sail past Key West icons on the Appledore II at sunset with included champagne and sangria, plus a hands-on sail-raising tradition.
“Beautiful sunset sail. The crew were extremely friendly and shared tons of information about the ship and gave us an unforgettable experience!”
Sail Key West at sunset on a classic schooner with global wines, cold beer, and gourmet appetizers from Opal Key Marina.
“We had a fantastic time! We were running late and they waited for us which we very much appreciated. 10/10”
Champagne Dolphin Sail and Reef Snorkel in Key West: catamaran cruise, sanitized snorkeling gear, easy lessons, and champagne on a 3-hour outing.
“we had a truly fantastic time. our captains/guides were Bailey and Micah who facilitated a lovely experience, the views were top notch, and the provisions were plenty. we will be return customers for similar excursions when we return to Key West. thanks for a great day!”
90-minute Key West sunset catamaran with an on-deck toast, great landmark views, and the captain positioning the boat for the best horizon moment.
