Leave behind the crowds of Key West and catch a quintessential Florida sunset while enjoying drinks on a sailboat. There is no better vantage point for watching the sunset over the water than from the water itself. And, while larger sunset cruises can get overcrowded, this small group experience ensures you have a spot at the rail when it comes time to capture photos of the setting sun.

Watch the sunset from a sailboat off the coast of Key West
Indulge in alcoholic beverages under the setting sun
Enjoy attentive service from the boat’s crew
Visit Mallory Square for a nightly sunset celebration

What's Included

Restroom on board
Alcoholic Beverages
Non-alcoholic beverages

WiFi on board

Meeting and Pickup

Meeting point

Hyatt Centric Key West Resort & Spa
601 Front St, Key West, FL 33040, USA
Please arrive at least 30 minutes before departure. We are at the back dock, behind the hotel. Go past the pool and around the restaurant and you will be able to see us at the end of the dock, we are the only sailboat.

End point

This activity ends back at the meeting point.

What To Expect

Key West Historic Seaport (Pass By)

Mallory Square (Pass By)

Additional Info

Confirmation will be received at time of booking
Not wheelchair accessible
Service animals allowed

Near public transportation
Most travelers can participate
This tour/activity will have a maximum of 24 travelers

Operated by Floridays

Cancellation Policy

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

For a full refund, you must cancel at least 24 hours before the experience’s start time.
If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
Any changes made less than 24 hours before the experience’s start time will not be accepted.

Cut-off times are based on the experience’s local time.
This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

Traveler Photos

Featured review

Charla_K

Definitely recommend! We had the best time! There were 14 guests total (max of 20). Plenty of room and space. Exceptional customer service and stunning views of the sunset! Will definitely book this sunset cruise again! Thanks for an unforgettable experience!

Reviews

5.0

631 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews

Reviews by Viator travelers.

We perform checks on reviews

Showing 1-10 of 631 reviews

Excellent experience

Bradley_H, Apr 2024

We had a wonderful experience on our cruise. The captain and crew were fantastic, attentive, and personable. Sunset was amazing. Perfect size cruise for an intimate experience without having to pay for a private charter. Ample seating and areas to stand.

Wonderful Key West Sunset Sail

Laura_R, Apr 2024

Captain Alex and First Mate Emily were great! Alex sailed us to a beautiful sunset viewing, while Emily kept the play list going and the beverages flowing. We had a great time and would certainly take this trip again.

Stunning Sunset Views!

ykmdxx4byz, Apr 2024

Amazing experience sailing out to the open ocean and great service from the captain and first mate!!

The Best of Key West😉

Lynn_N, Mar 2024

Talking to Emily about the history of Key West. The Captain was Great and the Sunset was beautiful 😊

Response from Host, Apr 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

Sailing, sunset and sightseeing!

Dawn_M, Mar 2024

Surrounded by water, friends by our side, and a drink in hand…. This was a relaxing sail, breathtaking sunset, overall wonderful evening. Highly recommend!

Response from Host, Apr 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

This was peaceful, quiet...

Dempsey_D, Mar 2024

This was peaceful, quiet and low key! Sarah and Alexander were fantastic. They were knowledgeable and safety was a priority! Sarah amazed us with her ability to get the sail up and down! Girl has strength! Then she effortlessly mingled with everyone.

Response from Host, Mar 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

We had a wonderful...

Jordan_W, Mar 2024

We had a wonderful experience with a smaller, more intimate group/setting. Would definitely recommend!

Response from Host, Mar 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

Enjoy the sunset experience

Helen_B, Mar 2024

Lucked out with beautiful weather! Real sailboat, nice music (as background not overwhelming), friendly staff, trip was full but still boat not crowded, could see well. There was a good variety of people - families, couples, friends etc

Response from Host, Mar 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

A lovely trip to be remembered!

Lance_D, Mar 2024

The trip was all about the sunset which was absolutely beautiful Of course also love the drinks as well.. Our hosts were absolutely wonderful..

Response from Host, Mar 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

😁

Kelly_W, Mar 2024

Wonderful experience. Great boat ride and awesome crew. Worth every penny. Great for families and would do again in a heart beat.

Response from Host, Mar 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

Beautiful evening to sail.

LawrenceL_B, Mar 2024

The overall sailing experience was wonderful. Captain Alexander and 1st Mate Sarah were fantastic! They shared fun stories and history of the area. Sarah worked and kept our glasses full.

Response from Host, Mar 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

A wonderful way to end the evening

Cathy_N, Mar 2024

Alexander and Sarah were wonderful!! So friendly, informative and knowledgeable. The sail was relaxing and it was easy to talk with others and make some new friends.

Response from Host, Mar 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

Awesome Sailing Experience

Bill_M, Mar 2024

Small group allowed for incredible experience. Very attentive crew of two but seems like twenty. Takes the time to go further out and back to keep the trip away from all the other boats that stay more inside the marina area. EXCELLENT trip!

Response from Host, Mar 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

OK - mother nature saved it with a beautiful sunset

Moira_G, Mar 2024

Was a pleasant enough trip - sunset was amazing, but the boat itself only had seating around the hull (not comfortable for 1.5 hours) 'cocktails' were some beer and cheap wine. I think you could find a better experience for the same price

Response from Host, Mar 2024

We are sorry to hear that you did not enjoy your time. While there is more seating than just around the hull, we are a smaller vessel, allowing for a more intimate and relaxed sunset sail.

Key West Sunset Cruise

Cathy_F, Mar 2024

Beautiful sunset. Wonderful crew. Highly recommend. Viator made it easy to book and the location was centrally located.

Response from Host, Mar 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

Wonderful Time

Mary_K, Mar 2024

Great sail small group. Knowledgeable captain and first mate Taylor. Would recommend for all who want small group on a beautiful sailboat

Response from Host, Mar 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

Great time! Captain and...

Mark_N, Mar 2024

Great time! Captain and mate we’re very accommodating! Would definitely recommend for a family outing!

Response from Host, Mar 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

Perfect Key West activity

Amber_J, Mar 2024

This was an amazing experience! The crew were great, the weather was perfect, and the boat was a good size. They do not take large groups so it’s more personable.

Response from Host, Mar 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

LOVED IT

Sarah_S, Mar 2024

Excellent all around - the cruise, crew, and cocktails were incredible! Thank you for the best key west memory of our trip!

Response from Host, Mar 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

Awesome Experience!

Sheryl_W, Feb 2024

Captain and crew (Alex & Emily) were so very friendly and shared so much valuable information not only about the sailboat and sailing but also Key West history. Very informative and great trip.

Response from Host, Mar 2024

Thank you for your review! We are so glad you enjoyed your trip, we look forward to having you back again soon!

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