Sunset Sail Key West

Key West, Florida, U.S.A.

2089 recommend thumbs up

Activities ( Sailing ) | Family, Adventure, Friends

#1 recommended Family Sailing in Key West, Florida, U.S.A. (view list)
phone icon 305 587 4488

Exclusive private sailing charters at an affordable price

Welcome To Sunset Sail Key West

Sunset Sail delivers the most intimate sailing experience in Key West. Sunset Sail embarks from the Historic seaport in downtown Key West. Rated Excellent on TripAdvisor, review after review praises this team for their hospitality, tour itinerary, and ability to create a special and fun excursion.

Sunset Sail's expedition is aboard "High Tide" an elegant, a custom built sloop sailboat that is also equipped with an engine. Guests can enjoy private sails, day sails, sunset sails and more.

Exclusive expeditions are available for groups, or visitors can join in on a sunset sailing expedition with fellow vacationers at a very affordable rate. Groups, families, and couples will all love the sailing excursions at Sunset Sail. Offering tailored itineraries, choices for every budget, and having one of the most widely talked about crews in Key West, their success lies in the experience they offer.

Key West Sailing Excursions with Sunset Sail

Sunrise Sail

For those in search of the most memorable sunrise of their lifetime, Sunset Sails morning excursion includes sensational scenery and a light breakfast. This two hour expedition departs according to the sunrise forecast.

Day Sail

Cruise by infamous sites of Key West. Spy dolphins, turtles, and various marine life. Take a turn sailing the boat. Enjoy complimentary water and soda (bring your own adult drinks). Days on the water with Sunset Sail can be as exciting or leisurely as each guest sees fit.

Snorkel Sail

Ranging from 3 to 5 hours Sunset Sails snorkel tour is arranged by guests interest and the ocean. Wrecks, corals, marine life ... whichever is most important to the group the crew will take them to. The flexible itinerary doesn't just ensure a great time, it also ensures that guests won't be surprised by choppy or difficult swimming waters. Sunset Sails' crew knows the best options for the day's condition.

As with all of Sunset Sails excursions guests are welcome to bring adult beverages. These tours iinclude snorkel equipment, expert guidance, soft drinks, bottled water, cooler stocked with ice a and fruit platter. If taking a longer tour sandwiches are also provided.

Discover what great service really means on this key west sailing excursion

Sunset Sail

The legendary sunset sail is raved about by past guests. Inclusions like the gourmet cheese platter and mixed drinks add to the laidback atmosphere, ample space onboard ensure complete comfort, the tranquil and stunning scenery is just the thing to truly decompress on vacation. With only 6 guests maximum this is guaranteed to be an under crowded and overly pampered sunset sail.

It is also a great opportunity for those thinking of proposing in an unforgettable way, or hosting a small ceremony.

Starlight Sail

Star gazing reaches new heights with this private hour and a half sail. The night sky is mesmerizing and unforgettable. A certain must for city dwellers who rarely get to see such an impressive sight. During the tour the crew will point out impressive highlights and serve water and soda drinks; guests are welcome to bring adult beverages of their choice.

Custom Charters

Planning an ocean wedding, memorable family excursion, or birthday party? Whatever the occasion Sunset Sail loves to customize itineraries according to each groups needs. They offer half, full, and multi-day customized private charters in Key West.

What Past Guests Are Saying About Sunset Sail Key West

"Snorkeling, Dolphin Watch and Sunset"
This was the best thing we did while on Key West. We have 2 small kids (2 and 4) and was thinking this will not be fun for them but turned out we had a great time and they had a blast! Of course we saw the dolphins, they where swimming around our boat, snorkeling was big success too they helped me dress kids for it, and they have everything for their age. My son was talking for days how captain gave him his hat and made him a captain ...
-Mimivl, TripAdvisor, July 2015

"Sunset Sail"
The best! We had a great time with Steve and Joanna. Had some good wind, super tasty cheese, bread, nuts and dried fruits. Enjoyed every splash, every tack and the view. Even our teenage son that hates the outdoors enjoyed himself!
-sailAG, TripAdvisor, June 2015

"Laidback and fun"
We were running late and they accommodated us. They even gave us free sailing lessons on board ...
-Jamie B, TripAdvisor, June 2015

"Wonderful 30th anniversary sunset sail on the High Tide"
I booked this sunset sail for my wife and I for our 30th anniversary. We sailed the High Tide on 5/26/15. Neither of us had ever set foot on a sailboat before. What a wonderful experience we both had! Our crew of Joanne, Kelsey, Margot and Shenasa were excellent hosts and gave us the sunset experience of a lifetime. Excellent snacks and beverages aboard, beautiful scenery all around us, knowledgeable crew as far as sailing and tour guides.... They gave us privacy to really enjoy that Key West sunset but were also attentive to any need we had while on board. Even let each of us command the helm and steer the boat. Very memorable experience and I would recommend it to anyone!!
-jvr70, TripAdvisor, June 2015

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Sunset Sail Key West Contact Information:
Phone: 305 587 4488