Experience a unique boutique sail in Key West, distinct from typical party boats. Enjoy a serene, uncrowded journey on a historic schooner with an intimate and relaxed atmosphere.
Savor a guided tasting of fine wines from across the globe, complemented by a selection of craft and domestic beers, and light hors d'oeuvres including crudités, meats, cheeses, crackers, fruit, and chocolate.
With limited group sizes, you'll have ample space to move and enjoy the scenery without feeling crowded. It's ideal for a romantic outing or a fun evening with friends, offering an upscale yet casual experience.
The exceptional crew is a highlight, known for being friendly, welcoming, and passionate. They are ready to serve your next glass, share engaging stories, or ensure you have a memorable time. Combined with a Key West sunset, this creates one of the most distinctive and delightful evenings on the water!
✓ Light refreshments✓ Wine tasting✓ Unlimited beer, wine, and soft drinks✓ Hors d'oeuvres complementing the wines1 Danger Charters
Arrive at our storefront 30 minutes before departure.
Location: Danger Charters
Duration: 20 minutes
· 20 min
2 Key West
Enjoy a nightly sail from Key West.
We offer a tasting of eight different fine wines from around the world, typically four red and three white, plus a Champagne-style wine.
This cruise is a rare U.S. sailing excursion that serves premium wines.
A variety of quality beers and hors d'oeuvres are also provided, making for an unforgettable start to your Key West evening.
Duration: 1 hour 40 minutes
· 1 h 40 min
Mobile or paper ticket accepted. One per booking
Please arrive 30 minutes prior to your departure to check in.
Our location is at the base of the Opal Key Resort. Walk up the ramp between the Resort and the Art Museum; we are the second shop on the left.
Please arrive 30 minutes prior to your departure to check in.
Our location is at the base of the Opal Key Resort. Walk up the ramp between the Resort and the Art Museum; we are the second shop on the left.
Check-in time for your excursion is 30 minutes prior to departure.
If you are driving from elsewhere in the Florida Keys, please factor in extra time for potential traffic delays.
All members of your party must visit the Danger Chandlery to check in and obtain a boarding pass before the trip.
Danger Chandlery is located at 255 Front St, Key West, FL.
Proceed up the brick walking path to the right of the Opal Key Resort. We are the second shop on the left at the top of the ramp.
After checking in, your captain will guide you through the marina to the boat.
For any questions, please call us at 305-304-7999.
This activity ends back at the meeting point.
Public transportation options are available nearby. Suitable for all physical fitness levels. The minimum drinking age is 21 years. Participants must be 13 years or older for this trip. Departure Enjoy a sunset sail like no other, featuring fine wines from around the globe and complementary hors d'oeuvres. Perfect for a special occasion. Arrive at the check-in location 30 minutes before your scheduled departure. Allow extra travel time if driving from other parts of the Florida Keys. Ensure all members of your party have their boarding passes after check-in. This is an excellent option for a romantic evening or a fun outing with friends. Enjoy the curated selection of wines and appetizers. The crew is available to enhance your experience, so feel free to engage with them. For a full refund, cancellations must be made at least 24 hours before the scheduled departure time.
Product code: 7506P2
Activity offered by Danger Charters via Viator.
WizardTrip Help Center Couples Friends Wine enthusiasts Visitors seeking a relaxed evening Intimate sunset sail experience Guided wine tasting with global selections Craft and domestic beer selection Delicious hors d'oeuvres included Relaxed and upscale atmosphere Friendly and knowledgeable crew
Population 26,444 (2020)
Elevation 4 m
Currency United States dollar
Driving on the right
Power plugs A, B · 120 V
Emergency number 911
Capital city Washington, D.C. Average temperatures 22° Jan 22° Feb 23° Mar 25° Apr 27° May 28° Jun 29° Jul 30° Aug 29° Sept 28° Oct 25° Nov 23° Dec Sources: Wikidata; climate: NASA POWER, 2001-2025 averages.
What is the check-in procedure? + You need to check in at the Danger Chandlery (255 Front St, Key West, FL) 30 minutes prior to departure to receive your boarding pass. The Chandlery is located at the base of the Opal Key Resort, up a ramp, and is the second shop on the left.
What is included in the sail? + The experience includes light refreshments, a wine tasting featuring eight different fine wines, unlimited beer, wine, and soft drinks, and hors d'oeuvres that complement the wines.
What is the cancellation policy? + You can receive a full refund if you cancel at least 24 hours before the scheduled departure time.
Are there any age restrictions? + Participants must be 13 years or older for this trip, and the minimum drinking age is 21 years.
★★★★★ Tripadvisor review
Sunset Sail
Flater71, October 2026
This was an evening well spent, great experience all around. Beautiful sunset and a small group.
★★★★★ Viator review
Would recommend
suzanne_r, October 2026
Enjoyable trip. Great wines and food, crew were very helpful and friendly. Would recommend, a great trip.
★★★★★ Tripadvisor review
Beautiful mood setting cruise
nelsonrandt, September 2026
Excellent sunset cruise. Group was smaller and wine was great! Preferred this over larger group cruise
★★★★★ Viator review
Sunset in Key West
John_G, September 2026
Great experience, a little warm at first, but be patient, once under way, the experience starts and how wonderful it will be. If you’re concerned about the best side of the ship to choose, don’t be, the captain will navigate the vessel so everyone gets to view the sunset.
★★★★★ Viator review
Highly enjoyable!
Susan_C, September 2026
This is a beautiful sailboat and a wonderful cruise. There was great customer service and a wonderful selection of wine and small bites. Highly recommended!
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