Private Sunset Sail: Key West Wine Experience

Embark on a private sunset sail in Key West. Savor global wines, beers, and hors d’oeuvres aboard a 65-foot schooner. Perfect for groups up to 26.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • 255 Front St - This is a two-hour sunset sail on one of our 65-foot schooners. You and your friends will enjoy sailing the waters of Key West while watching the sunset into the ocean. A variety of wines from around the world will be served as well as an assortment of craft, IPA’s, import and domestic beers. There will be hors d’oeuvres to…
What's Included
  • Bottled water
  • Snacks
  • Variety of assorted cheese skewers (Caprese, Brie with honey)
  • Alcoholic Beverages
Meal Options
  • Hors d’oeuvres - We offer a variety of assorted cheese skewers from Caprese to Brie with lightly drizzled honey.
Additional Information

Embark on a private sunset sailing expedition with your group, (Max 26 Participants), indulging in global wines and a selection of beers. Set sail on a 65-foot schooner, admiring the sunset as it dips into the sea. Enjoy a variety of appetizers being served throughout the journey. It’s the perfect avenue to sail privately with your friends, family, or colleagues.

Location
255 Front St
Front Street
We are located on the side of the Opal Key Resort hotel. Check in time for your excursion is 30 minutes prior to departure.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(82 Ratings)
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1 star
Simone
Apr 13, 2025
Great adventure - It was amazing as the last time we booked this tour in 2019 ! Great Organisation, tasty wine and some cool people on board !! Captain and crew were very helpful and funny !!
Review provided by Tripadvisor
Windowdaddy56
Feb 28, 2025
Murphy Key West Trip - What a GREAT experience! Captain Tony was a Pro! The crew was highly attentive, on their A Game! Drinks came perfectly- apps right on time. Refreshments were excellent and constant! Just loved the whole evening. Weather perfect. Sunset / Damn! Just unbelievable. Boat was great, other guest friendly and great interaction…. I HIGHLY RECOMMEND THIS EXCURSION!
Review provided by Tripadvisor
600pattyg
Feb 25, 2025
Fabulous Sunset Cruise - Wonderful evening cruise. Capt and crew were great! Wine and cheese appetizers were delicious.This was our 2nd time booking this cruise and would highly recommend. Beautiful evening on the water.
Review provided by Tripadvisor
Brianf567
Feb 24, 2025
Relaxing evening for sunset on the water and tasting different wines paired with some tasty side items. - We are local and have not been on a Danger Charters for a while. We recently did the wind and wine sail and we had such a wonderful time. The crew were awesome and the wine pairings they had on the sail were just out of this world. Great job on picking the wines and thanks for a wonderful evening on the water.
Review provided by Tripadvisor
Roam34869748448
Dec 31, 2024
Why would you book with anyone else - Brian was the captain and Brooke Buffett was the first mate absolutely superb and that is from myself who used to own Dolphin Safari Charters in Key West They really did step it up to the next level. Congratulations to Haig for a well run company.
Review provided by Tripadvisor
Eileen
Dec 23, 2024
Sunset with wine and appetizers - Fabulous! Great wine, appetizers and crew! Highly recommended! Beautiful views of Key West. Brianna was very knowledgeable of wines. The many different appetizers were very delicious… no need for dinner after.
Review provided by Tripadvisor
Charlesf2170
Dec 18, 2024
Beautiful, peaceful, and romantic sunset cruise - My wife and I did the sunset wine and sip cruise in mid December. Our Captian, Logan, and our crew, Jack and Conner, did an excellent job throughout the entire trip. The boat sailed smoothly and we had excellent weather. The crew were funny, entertaining, polite, and professional. This was an excellent excursion to sail around key west for the sunset. It was peaceful and beautiful. I highly recommend for anyone looking for a romantic and peaceful night. Plus, the snacks and drinks were great too!
Review provided by Tripadvisor
971bryanr
Dec 9, 2024
Great Time with Good People - This capped our first full day in KY. We had a blast. The wine was fun, the appetizers were great. The crew was fun and talkative. There were several other couples on board so conversation was lively without having to yell over some public domaine dance music. If you want an intimate experience, I highly recommend Danger Charters.
Review provided by Tripadvisor
K4389trsteven
Dec 8, 2024
Sunset Cruise with a Personality - Booked through “Get Your Guide”… great service. Personable Captain Mike, the infamous (positive) Autumn Cloud, and Marie the hors d’oervres guru treated us well in our sunset cruise. Very laid back, casual and engaging. Recommended. 19 guests on board. Sounds like a lot but did not feel crowded. Beautiful evening. Great views. Light appetizers were better than expected. Thanks Marie. Onboard bathroom easy to use. Don’t sweat it ladies. I would book Hanson for our group of 5.
Review provided by Tripadvisor
Traveler_15684846135
Feb 3, 2025
Bad value for money - First of all the crew was outstanding. The "sail" however was pretty sad. On a beautiful day with a nice steady wind we motored back and forth through the harbor while ship after ship moved past us under sail out into open water. The food was mediocre and the wine was OK. Considering we spent almost $300 for a couple (after taxes, fees and tip) this was extremely poor value for money. I would recommend booking with a different company unless prices come down substantially.
Review provided by Tripadvisor
From $4,000 (Per Boat)
up to 1 guests
1 Traveler
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).