Small-Group Sunset Sail with Wine
Overview
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!
What's Included
- Light refreshments
- Wine tasting
- Unlimited beer, wine and soft drinks
- Hors d'oeuvres complementing the wines
- Gratuities
Meeting Location
255 Front Street
Key West, FL 33040, USA
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Danger Charters
20 minutes Admission Ticket Free
Key West
1 hour 40 minutes Admission Ticket Free
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Minimum drinking age is 21 years
- Must be 13 or older for this trip.
- This tour/activity will have a maximum of 26 travelers
Frequently Asked Questions (9)
Q: Will I get seasick on Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres?
Cancellation Policy
Still have questions?
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Activity code: C-7506P2
Traveler Photos
Reviews
Average 4.95 out of 5 stars based on 1,706 traveler reviews collected by Tours of Key West and partner sites such as Cool Destinations and TripAdvisor
Additional Info
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Frequently Asked Questions (9)
The answers provided below were previously given in response to questions from Tours of Key West customers.
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If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy.
Feb 2023- For a full refund, you must cancel at least 24 hours before the tour start time.
- If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the tour start time will not be accepted.
- Cut-off times are based on the tour local time (EDT).
- Light refreshments.
- Wine tasting.
- Unlimited beer, wine and soft drinks.
- Hors d'oeuvres complementing the wines.
- Gratuities.
This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Apr 2025The minimum age to participate is 13..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the Small-Group Sunset Sail with Wine is as follows:
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres will be included in your confirmation email from Tours of Key West. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- Light refreshments
- Wine tasting
- Unlimited beer, wine and soft drinks
- Hors d'oeuvres complementing the wines
- Gratuities
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Minimum drinking age is 21 years
- Must be 13 or older for this trip.
- This tour/activity will have a maximum of 26 travelers
