Skip to primary navigation Skip to content Skip to footer

THANKSGIVING DAY

SUNSET SAIL

THANKSGIVING DAY

SUNSET SAIL

THANKSGIVING DAY

SUNSET SAIL

THANKSGIVING DAY

SUNSET SAIL

THANKSGIVING DAY

SUNSET SAIL

THANKSGIVING DAY

SUNSET DINNER CRUISE

QUICK HIGHLIGHTS

Sailboat INCLUDES:

Thanksgiving Themed Menu, Live Music & Unlimited Open Well Bar

Clock START TIME & DURATION:

November 27th at 5:00pm (Only Available For Thanksgiving Day); 2 Hours

Map Marker DEPARTURE LOCATION:

201 William St Key West, FL 33040

Star Outline REVIEWS:

Over 19,500 5 star reviews, click Here to Read Reviews

TRIP DETAILS

A Key West Thanksgiving Tradition. The Thanksgiving Day Sunset Sail!

This Thanksgiving, trade the dining room for a catamaran sailing off into the sunset! Step aboard and enjoy a freshly prepared, Thanksgiving themed meal. Our executive chefs have prepared a delicious offering that includes some Thanksgiving favorites mixed with local island favorites

As you dine, sip from our unlimited open well bar and take in the breathtaking views of the island as the sun sets over the water. A talented local musician will fill the evening with live tropical tunes, creating the perfect island atmosphere for your holiday celebration.

There’s no better way to give thanks than with great food, live music, and the legendary Key West sunset. Seats are limited and this special trip sells out every year, so be sure to reserve your spot today for a Thanksgiving experience you’ll never forget.

MENU

  • Turkey sliders with stuffing and cranberry sauce on a Hawaiian rolls
  • Honey ham sliders with artesian cheese on Hawaiian rolls
  • Sweet potato tots
  • Meatballs and gravy
  • Holiday cheese and cracker trays
  • Veggie and hummus trays
  • Thanksgiving dessert

$99.95  from $79.95

Youth (6-12): from $49.95
Premium Bar Upgrade: $19.95
LOWEST Prices Guaranteed
40 Years in Business in Key West
Award-Winning Watersports Company

Book with Confidence

TripAdvisor Travelers' Choice AwardFlexible & Refundable Reservations. Guaranteed best price when you book direct. *Seasonal discount restrictions apply.

SEE MORE FROM THE ADVENTURE

THANKSGIVING DAY REVIEWS

sunset watersports key west tripadvisor reviews in key west florida
GOOD TIME

The food was very very good. The drinks were mixed well and properly. No overpours, drinks were well balanced. The entertainment (unfortunately I do not know the man's name) was the best! He played steel drums and sang reggae. It was amazing. I forgot to view the sunset I was having such a good time. I will use Sunset Watersports my next KW visit!

– Ron C. | Tripadvisor
sunset watersports key west tripadvisor reviews in key west florida
HIGHLY RECOMMEND

My husband I booked the sunset dinner cruise to see Key West from the water. We had our option of dining upstairs (outside) or downstairs, and chose downstairs (inside) due to the heat and limited seating upstairs. The buffet dinner was good, and we had our own table. After dinner we went back upstairs and enjoyed the views while listening to a very energetic musician. He kept the crowd entertained and involved, and the drinks kept coming. Highly recommend!!

– KW Visitor | Tripadvisor
sunset watersports key west tripadvisor reviews in key west florida
MUST DO

This was the most fun we had while in Key West. The Dinner Cruise was amazing and romantic. The staff went above and beyond to be hospitable, funny and friendly. We will cherish the memories for a lifetime!!

– Batya E. | Tripadvisor
sunset watersports key west tripadvisor reviews in key west florida
LOVED IT

Staff was professional, well organized, personable and relaxed. Interacted in a "real" sense with passengers, because they wanted to, not expected. Food was very good and service was well organized. The music was a perfect mood setter, not too loud and the singer was personable and a good singer. Got the crowd going but at the right level. Oh, thanks for the perfect sunset. This evening was our best experience at Key West!

– Robert G. | Tripadvisor
sunset watersports key west tripadvisor reviews in key west florida
FABULOUS

We did the Sunset Dinner Cruise. It was a fabulous time! The rum runners were great! We really enjoyed the singer! He was very personable and made the experience memorable! A great entertainer? Absolutely!!! I would HIGHLY recommend this trip to anyone wanting a dinner cruise. We were having way too much fun up top!

– D Pattison | Tripadvisor

RECENT GUEST PHOTOS

Don’t forget to tag #sunsetwatersports on your trip for a chance to be featured on our Social Media pages.
Be sure to follow us on Facebook and Instagram for more fun photos, videos, contests, specials and more!

FAQs


Key West Discounts & Deals?

Sign up today to get Key West Deals, Discounts & News!