KEY WEST
Ranked by traveller popularity
The 7 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.
“What an amazing experience! The wine was plentiful, the snacks were delicious, and the view of the water and sunset were unbeatable. Mary, James, and Connor were professional and friendly. All around absolutely worth doing this!”
Small-group Key West sunset catamaran with dolphin spotting, premium wine, and chef’s tapas. About 2.5 hours, $89.
“Captain Daniel and John were outstanding and very accommodating. The tapas were exceptional, much more than we anticipated and would give the chef 5 stars!”
Key West champagne sunset catamaran with beer, wine, champagne, sangria and light bites. 1.5 hours of captain-led views.
“So much fun and the crew is fantastic!! If you do nothing else, DO THIS! I really can’t say enough good things. It’s just a really good time.”
Snorkel Florida Keys reefs near Key West, then sail into sunset on a catamaran with included gear and unlimited beer and wine.
“The captain and crew was oustanding! Very knowledgeable about snorkling activities. We felt safe during the entire trip.”
2-hour sunset sail from Stock Island with eight wines, five beers, and charcuterie. Small group, schooner crew, stunning views.
“We had a wonderful time on the Wind and Wine Sail! It was great meeting new people while enjoying delicious wine and tasty hors d’oeuvres. One of the highlights was seeing baby dolphins jumping out of the water—such a special surprise. The sunset was absolutely stunning, and the crew was incredibly attentive and knowledgeable throughout…”
Private 2-hour Key West sunset sail on a 65-ft schooner with global wines, craft beer, snacks, and a calm private-group vibe.
“The crew was friendly and there was a good variety of wine. The atmosphere was reserved without the obnoxious crowds. One thing to improve upon was the food. There was not many choices and one can only have so many cheeses. Read more”
Sail past Key West icons on the Appledore II at sunset with included champagne and sangria, plus a hands-on sail-raising tradition.
