Key West Sunset Trips

Key West Travel Tips - Sunset Sailing

About Key West Sunset Trips

Sunset Sailing Trips

Schooners, Catamarans, Power Cats. Cost Per Person Trips.

Private Sunset Trips

Avoid the crowds on a private charter.

SandBar Sunsets

What a great combination. Sandbar trip during sunset.

Tiki Boat Sunset

All the rage boating sunset trip. Per person or private

Sunset Sailing Trips

Sail past Mallory Square and wave to the crowd gathered there to watch the sun go down over Key West Harbor. There are a variety of sunset tours on sailing catamarans to historic schooners. So whether you are looking for a party like atmosphere or a more romantic venue, we have it. And we can accommodate people with several different price points. With a cocktail in hand and the gorgeous Key West sunset to enjoy as a view, you cannot help but have an amazing and memorable night. 

Private Sunset Cruises

Enjoy the famous Key West sunset your way on a private charter. Whether you are celebrating a special event like an anniversary or birthday or you are treating your staff with a corporate event, we have many options for all group sizes. We can accommodate anywhere from 1 to 125. Let us know your details and we will set up a memorable evening on the water for you! 

Sunset Dinner Cruises

Enjoy gorgeous Key West sunset views with a delicious tropical food buffet, open well bar, and live music! The luxury catamaran has a fully air conditioned lower cabin and two modern restrooms. The top sundeck is perfect for viewing the labour Key West sunsets. Menu may include items such as blackened mahi mahi, mojo pork, jerk chicken, black beans and rice, fruit salad, green salad, and Cuban bread. Upgrades available for premium liquor as well. This trip often sells out, so we highly recommend booking in advance! 

Tiki Boat Sunset Trips

Enjoy the Key West sunset tiki style with a grass roof making you really feel as though you are in the tropics. Cruise past Mallory Square while enjoying a drink as the sun goes down on these six passenger boats. Choose from the circular tiki boats or the tiki deck boats. Either way, bring your own booze to enjoy while you watch the sun go down with your small group. 

INXS deep sea fishing 47' Viking

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Key West Concierge
Island Genn Key West Concierge

Key West Travel Tips

Hi I’m Island Genn with The Keys To Key West Inc. I have been helping visitors plan the best Key West vacations since 1998. 

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