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 3 times today.

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

Why travelers loved this

4.9

· Hannah_M ·

Jul 2026

Loved our experience with Danger Charters. Carly was a delight! Perfect music, bites, and wine tasting. It ended up being just us and three other couples. Captain Micah kept us safe and happy and accommodated everyone’s needs.

· Shannon_L ·

Jun 2026

Simply AMAZING! This was the perfect ending to our trip! Beautiful sunset, fabulous wine selection, and delicious hors d’oeuvres. Capt. Tony and crew were fantastic. My daughter and I could not ask for a better experience. This is a must do!

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 1,470 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Sort by: Most insightful

Danger is Fun

Danny_B, Aug 2026

We skipped the party cat for the Danger Sail. Such a great experience, we so loved every minute. Thursday night sail at 6:30. These two girls were amazing 🙂

Great tour

Ina_R, Jul 2026

The tour was amazing, good wine and tapas, enjoyed the sunset! Crew very friendly, enjoyed it a lot!

The crew were all amazing...

Kelly_S, Jul 2026

The crew were all amazing and we loved the small boat for that more intimate experience. Two hours wasn't long enough! We will definitely book through them again next time we visit.

A perfect sail

Hannah_M, Jul 2026

Happy, Happy, Joy, Joy!

Stuart_W, Jul 2026

Very enjoyable. A large 52' sailboat with a awesome crew. Good wine selection. Learned a lot about sailing and the local waters.

Best sunset tour

Jamie_S, Jul 2026

This is a great experience, sailing around key west waiting for sunset, trying many different types of wine with hor dourves. Crew was very fun. Best tour in the keys

Chasing the sunset

Michael_P, Jul 2026

So worth it! The captain and crew were fantastic, so accommodating and engaging, entertaining and helpful!

Great experience

Marc_D, Jul 2026

Great vessel, excellent atmosphere, wine & snacks! We saw dolphins out there, and the trip was very smooth!!

Perfect Wind and Wine Voyage!

Shannon_L, Jun 2026

Great Experience

Kevin_N, Jun 2026

Great evening sailing trip with captain Tony and the crew. We have been on other sailing trips but this one was great. The crew is very friendly and made sure we had everything we needed for a perfect trip. Had a great time and would highly recommend this charter to anyone. You won’t regret it !! Will return next time in Key West. Thanks for everything.

Incredible experience!

Mary_G, Jun 2026

Sooo fun! The captain and Dannie were fabulous! They made it so much fun! The boat was wonderful, the weather was perfect, the sunset was incredible, and yes, we saw dolphins! Definitely an excursion you do not want to miss!

Make sure you tip these...

Dushyant_A, May 2026

Make sure you tip these guys, even after paying for the trip, else they will guilt you publicly into doing it and shaming you !

Response from Host, May 2026

Thank you for sailing with us and for taking the time to share your feedback. We’re very sorry to hear that this was your experience, as we never want any guest to feel uncomfortable or pressured in any way. This is not how we operate. We take comments like this seriously and wanted to follow up with you directly. We are unable to locate your reservation based on your review. If you’re willing, please reach out to us directly with the name on your booking and the date of your trip so we can look into this further and follow up with our crew appropriately. Please email laura@dangercharters.com We truly appreciate your feedback and the opportunity to address your concerns. Thank you

Beautiful and relaxing!

Penny_P, May 2026

Beautiful and relaxing! The captain and crew were fabulous. I would recommend this to anyone who loves sunsets.

Sunset fun

Ivan_M, May 2026

Felt safe with vessel and crew. Wine list was awesome, the crew and captain were fun, entertaining and proffesional.

This was an amazing...

Martha_H, May 2026

This was an amazing evening well spent. Traveling with a friend who was blind and they were wonderfully accommodating.

Awesome Basically it was awesome. Totally enjoyed te wine and snack delicious. Absolutely no complaints worth the money

Nanct_S, May 2026

Basically it was awesome. Totally enjoyed te wine and snack delicious. Absolutely no complaints worth the money. Music was great

Don’t pass this up

Nicholas_F, May 2026

Awesome time, with great drinks, delicious snacks, and an absolutely perfect sunset. The best key west experience I’ve had.

Crew, food and wine was...

Inez_G, May 2026

Crew, food and wine was wonderful. The excitement was watching the dolphins ride beside us for awhile.

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!