Sunset Dinner Cruises

Romantic Private Dinner Cruises

Key West Water Adventures has an entire fleet of tall ships located at the historic seaport schooner wharf.

Passengers are greeted by our uniformed crews, as you sail out of Key West's famous harbor out into the pristine offshore waters of Key West, with blazing white canvas billowing overhead, you will enjoy this memorable tall ship cruise.

We also offer celestial sunset (Nighttime sails) cruises with the very renowned and celestial expert Gary Galaxy onboard the famous Flagship Halie-Matthew.

Dinner Cruises run 5 times a week, Wednesday through Sunday. Regular Sunset Sails run every night.

Private Dinner Cruises available onboard Key West’s finest sailboats. Enjoy a private dinner cruise with your sweetheart as you view Key West famous sunset please ask your concierge for details, as we will plan a memorable trip to fit your needs and budget. Guaranteed to be a night you’ll never forget!

Now Offering DAY SAILS which run Wednesday through Sunday, departing at 1pm.

All sails include beer, wine, champagne and sodas. Complimentary cheese, fruits and crackers on DAY SAILS.

Packages

$49 per person

ENCHANTED SUNSET CRUISE

Sails run every night

Check with concierge for departure times

$79 per person

DINNER CRUISE

Caribbean Dinner with Full Bar

Sails run Wednesday through Sunday

Check with concierge for departure times

$79 per person

Caribbean Tall Ship Cruise

Trips Run Thurday - Sunday

$35.00 For Children