Ship docks in Key West20 min to get off the ship and through the terminal
8:20 am
Leave the pierAbout 10 min to the start point
8:30 am
Earliest tour startTour runs 2 h. Latest sensible start: 12:20 pm.
10:30 am
Tour ends10 min back to the pier
10:40 am
Back at the gangway4 h 50 min before all aboard
3:30 pm
All aboardGangway closes; the ship won't wait for independent tours
Estimates based on the tour's longest published duration, our researched travel times and typical pier queues. Confirm the departure time on the booking page and keep your watch on ship's time.
Our verdict
This tour fits a typical Key West call (8:00 am–3:30 pm). It runs 2 h; ashore by 8:20 am, you can start by 8:30 am and be back at the gangway around 10:40 am — 3 h 50 min to spare on top of a 1 h safety margin.
Rule of thumb: it keeps the safety margin as long as all aboard is 11:40 am or later. Even a short 7:00 am–2:00 pm call works.
The operator lists a meeting point in town rather than at the pier, but Key West is small: anywhere in the centre is within about 10 min of the ships on foot or by a short taxi ride, so we count 10 min each way.
Among the 350 Key West shore excursions we track, this is one of the shorter ones (the median runs 3 h); 85% of them fit a typical call.
Computed from the tour's published duration, the distance from the cruise pier to its start point and the typical Key West call. Adjust your ship's times above to recheck.
About this tour
The Wind & Wine Sunset Sail offers a boutique experience unlike any other in Key West! This isn’t your typical party boat—it’s a calm, uncrowded sail aboard a historic schooner with an intimate, relaxed vibe. You’ll enjoy a guided tasting of fine wines from around the world, along with a selection of craft and domestic beers and light hors d'oeuvres including crudites, meats, cheeses, crackers, fruit, and chocolate.
With small group sizes, there’s plenty of space to move around and enjoy the view without the crowds. It’s perfect for a romantic date or a fun evening with friends—upscale, but never uptight.
What really sets this trip apart is the crew. They’re fun, welcoming, and passionate about what they do—ready to pour your next glass, share a story, or make sure you’re having a great time. Add in a Key West sunset, and you’ve got one of the most unique and enjoyable evenings on the water!
Max 26 per group English
What's included
Light refreshments
Wine tasting
Unlimited beer, wine and soft drinks
Hors d'oeuvres complementing the wines
Not included
Gratuities
Itinerary
1
Danger Charters
Check-In at our storefront 1/2 hour before departure
20 min
2
Key West
Sailing nightly, we serve eight different fine wines from all over the world, usually four red, three white, and a Champagnoise. Wine drinkers love this cruise since it is virtually the only sailing excursion in the U.S. that serves “real” wine. In addition, an array of quality beer, and hors-d'oeuvres are also served, making the evening an unforgettable start to a great Key West night!
1 h 40 min
Meeting point and getting there
Start point
Please arrive 30 minutes prior to your departure to check in. We are located at the base of the Opal Key Resort. Walk up the ramp between the Resort and the Art Museum and we will be the second shop on the left
Please arrive 30 minutes prior to your departure to check in. We are located at the base of the Opal Key Resort. Walk up the ramp between the Resort and the Art Museum and we will be the second shop on the left
Free cancellation up to 24 hours before. For a full refund, cancel at least 24 hours before the scheduled departure time. If the operator cancels for bad weather, you can rebook or get a full refund.
Public transportation options are available nearby