The Best Key West Sunset Cruises

A local saying in Key West is “see you at sunset.” And the best place to watch the sunset? On the deck of a Sebago boat, of course.

Available Catamaran Sunset Sails

SAVE $10

Catamaran Champagne Sunset Sail

STARTS AT $49.95

Experience the world-famous Key West sunset

A sunset sail past local Key West landmarks
Reduced capacities and comfortable onboard seating
Includes: champagne, beer, wine, sangria, soft drinks and water
SAVE $10

Land’s End Sunset Sail

STARTS AT $69.95

Stunning sunset sail past Key West landmarks

Live music from local Key West musicians
Chef’s selection of hors d’oeuvres, including shrimp cocktail
Full liquor bar, champagne, sangria, boutique wine, premium beer, cocktails, soft drinks, and filtered water
SAVE $10

Captain’s Choice Dolphin Watch & Sunset Sail

STARTS AT $79.95

The best way to see dolphins in Key West

A sunset sail with dolphins in their natural habitat
Chef’s selection of tapas, including cocktail shrimp
Includes champagne, premium wine, beer, sangria, soft drinks and water

Schooner Sunset Sails

Windjammer Classic Sunset Sail

STARTS AT $89.95

An authentic evening sail

A sunset sail past Key West’s most iconic landmarks
Authentic schooner sailing
Bottomless drink options, including champagne, homemade sangria, boutique wine, premium beer, cocktails, soft drinks, and filtered water

Schooner Champagne Sunset Sail

STARTS AT $109.95

Key West’s best schooner sail

A sunset sail past local Key West landmarks
The chef’s selection of hors d’oeuvres and cocktail shrimp
Liquor bar, including champagne, sangria, boutique wine, premium beer, cocktails, soft drinks, and filtered water

Why Choose Us

End your day in paradise with an evening sunset cruise. These excursions offer breathtaking views of a sunset you won’t get to see anywhere else in the world.
Get Prime Sunset Viewing

Sebago’s experienced captains navigate to the best spots on the water for viewing our famous Key West sunsets.

Join A Smaller and More Intimate Group

We intentionally limit the number of guests on each cruise to provide a more intimate setting. More room on the deck means better views and the ability to interact with the captain and crew.

Embark On An Authentic Sailing Experience

As our boats enter open Key West waters, each captain unfurls the sails so guests can experience authentic sailing while enjoying the sunset views.

Enjoy Gourmet Food & Beverages

Along with the spectacular views on this tour, you also get an all-inclusive gourmet dinner with bottomless drinks to go with it!

Get Comprehensive Safety Training

For each tour, our professional crew provides a thorough briefing for how to move around catamaran decks safely. Whether you're a seasoned sailor or on a boat for the first time, we've got you covered.

Key West Sunsets Sebago Style

In line with the long history of sunset watching in Key West, Sebago Watersports regularly participates in the Mallory Square Sunset Celebration, a longstanding tradition that is now an integral part of everyday life for locals.

As a past meeting place for pirates, merchants, and revelers, Mallory Square now hosts nightly jugglers, musicians, artists, tourists, food vendors, and even psychics — all intent on raising sunset watching to an art form. Experience Key West’s breathtaking sunsets for yourself with Sebago Watersports’ sunset sail tours.

Special Sunset

You may still be asking yourself, the sun sets everywhere, what makes a Key West sunset so special? That question is answered by experiencing it for yourself. The best place to watch the sunset in Key West is on the deck of a Sebago ship, drink in hand. Sebago takes part in this nightly sunset tradition, sailing past Mallory Square where our guests wave to the crowd gathered on the docks and watch the jugglers, musicians and other performers. Then we head for open water and sail into the sunset. As the orange sun sinks lower, casting its reflection on the turquoise sea, Sebago’s experienced captains carefully maneuver their ship to provide their guests with a magnificent view of the sunset. No need to stand on tiptoe to catch a glimpse over the crowds!

Sebago offers a variety of sunset tours on catamarans, historic schooners and even combo dolphin watch tours. There is sure to be one tailored to your interests and schedule. Book a Sebago Key West Sunset Tour and join in the celebration!


Discover what our delighted customers have to say about their extraordinary experiences. Read the reviews to find genuine, glowing testimonials and five star ratings that showcase the excellence of our service, products, and overall customer satisfaction.

Private Charter Requests

Discover Key West your way! Enter your information below and we will be in touch!

Custom Charter Options

  • Experience amazing Key West Sunsets with customized catering options
  • Morning or Afternoon Snorkels
  • All day adventures or eco-tours
  • Dolphin Watches
  • Parasailing


Give Us A Call

Contact Us

"*" indicates required fields

Trip Date*