Watch the Powerboat Races from a captain-led spot on the water
7 hours
Drinks, catered lunch, crew
Join a captain-led day on the water to watch the Powerboat Races from a prime viewing location.
Public charter reservations of up to 4 people are non-refundable within 24 hours of the activity start time. Reservations for 5 or more people are non-refundable within 72 hours of the activity start time.
Product ID: PCCX4Z
Yes. All ages are welcome.
This special trip has a maximum capacity of 24 guests.
Danger Charters Island Shop, 255 Front St, Key West, FL 33040
Key West sailing doesn't get much better than this, according to travelers who consistently rave about their time on the water here. Whether you're booking the adventure combo with snorkeling and kayaking through the mangroves or opting for the more leisurely sunset wine cruise, you're apparently in for something special. The crew members get called out by name again and again, with captains like Mary, Janet, Anthony, and Micah earning particular praise for being knowledgeable, professional, and genuinely fun to be around. People love that these aren't massive cattle-call operations. Groups tend to max out around 16 passengers, which creates an intimate vibe where the crew can actually give you personal attention and fellow travelers become part of the experience rather than just anonymous faces. The full-day excursions seem to be the showstoppers. You're looking at snorkeling (though not on a reef, so temper expectations accordingly), kayaking around mangrove islands with solid ecology commentary, plus snacks and unlimited drinks throughout. One couple said it was the best day of a rough year, which speaks volumes. The sunset sails hit differently too, with proper wine flights paired with cheese and appetizers, all enjoyed under actual sail power. A few practical notes: the snacks are described as good but light, so consider bringing extra food if you're prone to getting hungry. Weather can look sketchy before departure but often clears up, and you might even spot manatees at the dock. Multiple repeat customers say this is their go-to charter year after year, which tells you everything about consistency.
We recently were on Vacation in Key West where we scheduled the Key West Wind and Wine sailing. The crew was amazing, the wine was amazing as were the Hors d'oeuvres. Do not worry if you do not like wine there are other options like soft drinks or beer. One thing I really loved about this sailboat with Danger - it was far more intimate than the larger options with MANY people. We went at the end of August and it was hot and the breeze lower than normal and we still had an amazing time. One of my favorite nights out that week and you can’t beat the views on the water! And that day we actually saw a few water spouts!
Tricia Craft
August 31, 2026
We recently were on Vacation in Key West where we scheduled the Key West Wind and Wine sailing. The crew was amazing, the wine was amazing as were the Hors d'oeuvres. Do not worry if you do not like wine there are other options like soft drinks or beer. One thing I really loved about this sailboat with Danger - it was far more intimate than the larger options with MANY people. We went at the end of August and it was hot and the breeze lower than normal and we still had an amazing time. One of my favorite nights out that week and you can’t beat the views on the water! And that day we actually saw a few water spouts!
Tricia Craft
August 31, 2026
Sail Key West's clear waters, kayak mangrove islands, snorkel vibrant reefs, and refuel with a buffet lunch—all in one day.
Customize your Key West day on a private boat with snorkeling gear and sandbar stops included
Private Key West schooner charter with snorkeling, kayaking, drinks, and snacks
Sail a historic schooner at sunset with wine, beer, and small bites
Sail, snorkel, and kayak on a historic schooner with drinks and snacks included
Charter a private historic schooner sail with drinks and snacks included