Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

Recommended by 98% of travelers

Badge of Excellence

Key West, USA

High interest

Booked 5+ times today.

2 hours (approx.)
Mobile ticket
Offered in: English

Why travelers loved this

4.9

· Lynn_C ·

Feb 2026

Our outing with Captain Tony,Rocky, and sommelier Kylie(?) was delightful! Fun to interact with the crew, and we loved the boat. Appetizers were tasty, wine flowed freely if you chose, and sunset was spectacular!

· Jimmie_M ·

Feb 2026

Friendly crew. Great music great food and wine. The view is spectacular and you feel very safe Definitely recommend

Overview

Soak up sunset views from the water's edge, and admire a perspective many visitors miss, on this Key West sailing tour. Sample up to eight different wines and/or five different beers as you sail, and indulge in a selection of gourmet hors d'oeuvres to accompany them. As you go, learn more from your crew, and enjoy a festive and celebratory way to toast to your trip.

Enjoy an experience many Key West visitors miss on this sunset cruise
All snacks and beverages are included in the cost for your ease
This tour is a great choice for romantic trips or special occasions
Crew members are on hand to assist and share stories

What's Included

Unlimited beer, wine and soft drinks
Wine tasting
Light refreshments
Hors d'oeuvres complementing the wines

Gratuities

Meeting and Pickup

Meeting point

255 Front St, Key West, FL 33040, USA
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

End point

This activity ends back at the meeting point.

Itinerary

Danger Charters

20 minutes • Admission Ticket Free

Key West

1 hour 40 minutes • Admission Ticket Free

Additional Info

Confirmation will be received at time of booking
Minimum drinking age is 21 years
Not wheelchair accessible
Near public transportation

Most travelers can participate
Must be 13 or older for this trip.
This tour/activity will have a maximum of 26 travelers

Supplied by

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

Featured review

Sarah_K

What a beautiful surprise. I have lived in Florida for 30 years and never took one of these cruises. I had a wonderful friend from Iceland who came and we decided to go. It exceeded our expectations and our photographs are amazing. The crew were fabulous. The appetizers were so fresh and enjoyable. I strongly recommend this cruise to anybody. It defines Key West.

Reviews

4.9

based on 1,432 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Must see!!!

Carol, May 2026

Captain Joe and his crew were terrific!!! Conversations were great and the crew were so friendly and hospitable. Saw the most beautiful sunset I have ever seen. They are beautiful from the shore but unbelievably gorgeous from the water. This is a MUST tour here in Key West.

Amazing sunset sailing voyage!

Kristen_S, May 2026

Beautiful sunset experience. Definitely more fun and intimate with the small group option. Great for a family gathering.

Generous Wine

Stephen_C, Apr 2026

Generous wine and food. A bit crowded to be considered small group. Great and active crew. Beautiful sinset

Beautiful sunset and Wine tour

Heather_H, Apr 2026

I highly recommend this trip to everyone! Great guides and so many options to choose from for snacks and wine! Also, NA options and beer selection for those who dont enjoy wine. It was gorgeous and everyone was super friendly!

April 2026 Sunset Sail with Danger Charters

Mike_Y, Apr 2026

Fantastic experience. Sailing on the boat was excellent, the crew was very friendly and fun to chat with, the wines & hors d'oeuvres were tasty, and the views were spectacular! Highly recommend for anyone that is looking for a relaxed and fun sunset cruise!

What a beautiful...

Sarah_K, Apr 2026

Sunset Keys

Angela_M, Apr 2026

Great time with great crew. Beautiful sunset and great wine, beer and food. Not crowded. It was a great time.

Sunset Cruise

LauraBeth_M, Apr 2026

This was an outstanding sunset cruise. The staff were phenomenal. We got to see dolphins too! My fiance and I could not have had a better first night in Key West! They're definitely the spot to book!!! You will not be disappointed!!!

To the perfect evening….

Courtney_W, Apr 2026

This was one of the best things we did while visiting Key west. The wind, music, conversation, and snacks were so worth it. If we ever come again to Key West, this would be on our agenda again.

Go For It!

Charity_M, Mar 2026

This was a beautiful sunset cruise! The food was fresh and the wine tasting was perfectly chosen. We learned some things we didn’t know about wine also. This would be one we would do again! The crew we fun, accommodating and attentive. Go for it!

Put on your to do list!

D_P, Mar 2026

Wonderful time, their staff were friendly and very knowledgeable about local history which i wasnt expecting.

The staff, the wine...

Steve_S, Mar 2026

The staff, the wine choices and food choices were all on point. The pick up and drop off went very well. Highly recommend the whole experience.

Not worth the $

John_R, Mar 2026

Great ship, amazing staff, but do not expect food, a few bites of cheese is about all you get. IMO, not worth the price.

Response from Host, Mar 2026

Thank you for joining us on the sunset sail. We’re sorry the portion size of our hors d’oeuvres didn’t meet your expectations. We serve five trays, which we’ve found strikes the right balance between wine service and guests’ dinner plans, but we appreciate your feedback and will review it with our team. We’re glad you enjoyed the vessel and crew—thank you for taking the time to leave a review. Haig Smith

Best sunset SAIL in Key West

Canicia_L, Mar 2026

We have been to Key West several times and taken many sunsets “cruises” in both sailboats and catamarans. This was by far the most calming and relaxing of all great wine tasting (no swill) great hors d’oeuvres, great service, small number of people on the boat perfect.

Perfect Sunset!

Karen_E, Mar 2026

We loved the crew and so many different wine tastings. Morgan, Joe, and James were amazing and very friendly!

Fabulous

Christopher_E, Mar 2026

Fabulous. Crew was personable and wine tasting was fun, even though sunset was rather time. Would do again

Chill cruise in the sunset. Family run business.

Claire_B, Mar 2026

The cruise was well organized. There were three boats departing that day. Ours had to leave a little later due to a couple arriving late. Since the couple had called thy were able to stall the departure 5 min, that said, w got stuck by returning cruises and jet skis. Once we were on our way we didn’t really sail at sea but along the coast of Key west We were offered 8 wines and 3 sets of hors d’oeuvres and chocolates at the end. The sic was appropriate for the occasion and i can’t say that there was more than 18/20 people on the boat. We really enjoyed the cruise and the whether was amazing so that helped a lot! The captain and his 2 staff were friendly and liked to chat with the guests, they knew a lot about the area and other boats around.

Boat employed an...

Charles_K, Mar 2026

Boat employed an excellent crew. The food and wine were delicious. It was a small group setting. The sunset was beautiful.

Go Ducks!

Ted_S, Mar 2026

Very professional & knowledgeable crew. They were all engaging & entertaining. The wine was way better than expected plus the hordevours were very well thought out & presented for ease of eating. Hats off to mates Connor & Johnny nice job!

Great experience. Crew...

Chris_C, Mar 2026

Great experience. Crew was very friendly. Wine and hors d'oeuvres were very good. They had both sweet and dry wines. Really enjoyed the trip.

Cocktails with friends

Linda_W, Mar 2026

Fun guide and an opportunity to see some ‘off the beaten path’ locations. Rose was an exceptional guide!

The staff was...

Alexandria_B, Mar 2026

The staff was knowledgeable and friendly. Happy to take pictures and accommodating for beverage options and snacks. My only request/recommendation would be to provide skewer options with just fruit. I try to avoid and limit dairy for the most part and don’t eat meat. These are not true allergies, but strong preferences. I gave my husband the meat from my skewer and declined some skewers since they all had cheese.