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

Katie_B

What an amazing experience! The wine was plentiful, the snacks were delicious, and the view of the water and sunset were unbeatable. Mary, James, and Connor were professional and friendly. All around absolutely worth doing this!

Reviews

4.9

based on 1,420 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

What a beautiful...

Sarah_K, Apr 2026

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.

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.

It was just perfect! ...

Karen_H, Mar 2026

It was just perfect! Good wine and snacks! The crew was exceptional! Two hours was a perfect amount of time! Beautiful sunset!

Best with friends

Megan_W, Feb 2026

Fun and relaxing experience. Enjoyed a girls trip with college friends and made new friends. Recommend to anyone!

Sunset delight

Lynn_C, Feb 2026

Happy Cruisers!

Jim_H, Feb 2026

This was a very fun experience- lots of wine and snacks, a great crew and lovely sunset! Definitely worth the $!

Great time. Wonderful snacks.

Dianna_S, Feb 2026

Beautiful experience. Highly recommend. Crew were the absolute best. Good wine tasting and snack bites.

A must do!

Debbie_K, Feb 2026

It’s a MUST DO! We enjoyed everything about it …. from the sailing … to the food … to the wine. It was all ⭐️⭐️⭐️⭐️⭐️

We loved every minute of this sunset wine cruise. The staff was amazing!

Cassie_C, Feb 2026

The wine selection was top notch. The boat was perfect for the amount of people who attended. Thanks

Beautiful sunset cruise

Andreas_A, Feb 2026

Nice selection of wine. Tasty appetizers. Friendly and very attentive staff Ship never felt crowded.

Outstanding sail

Jimmie_M, Feb 2026

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

Highlight of trip

Katie_B, Feb 2026

Danger and wine

Renita_D, Feb 2026

The captain and crew were awesome. The wines were a great choice and the snacks were just the right amount. There was a vegan in our party and she had nothing but wine...no complaints! I recommend the danger boat..it's the best!!

Smooth Sailing

April_G, Feb 2026

Great experience on the Key West Sunset Sail and Wine Tasting. Beautiful sunset and smooth sailing. The crew was professional and attentive. The wine selection was good and paired well with simple hors d”oeuvres. We’d book again with Danger Charters!

We had a pleasant time on...

Kelley_R, Feb 2026

We had a pleasant time on the sunset cruise and appreciated the wine selection and snacks. However, we were disappointed that the captain didn’t give both sides of the boat a chance to view the sunset. For the premium price, I expected a more inclusive experience. I’m not sure I’d recommend it given the other, more affordable options available.

Response from Host, Feb 2026

Hi Kelley, thank you for coming out with us, and for the kind words about the wine and snacks! We’re sorry the sunset viewing didn’t feel evenly shared across the boat. On the water, our captain sometimes has to prioritize positioning for wind, current, and boat traffic, but we still want the experience to feel inclusive on both sides of the boat. We’re always looking for opportunities to shift or rotate when conditions allow, and we’ll be sure to share this feedback with our crew. We really appreciate you taking the time to share your thoughts, and we hope we get the chance to welcome you back out on the water in the future. If there’s anything else you’d like to discuss, please feel free to reach out to us at dangerchartersmarketing@gmail.com!