top of page
Sunset and Palm Trees

Key West Sunset Cruises

World Famous Sunset are waiting for you on the waters of Key West

Come join our MUST-DO Adventures on the water.

KEY WEST SUNSET SAIL

On AMERICA 2.0 Key West Flag Ship

including: The World famous  Schooner Sailboat. Key West very own America 2.0, Drinks and Snacks. Complimentary beer, wine, champagne, & soft drinks. Great for all ages.  

2Hrs -- Departure time vary on Sunset

America 2.0 Key West.jpg

$99.95
ALL AGES
 

DANGER SAIL, SNORKEL, KAYAK, SUNSET

Afternoon to Sunset Excursion

including: Explore the unspoiled Key West Backcountry aboard a traditional 65-foot sailing schooner for snorkeling and kayaking. Don't forget the amazing sunset on the way back home. Complimentary beer, wine, & soft drinks.  Fresh fruit, healthy snacks. Great for all ages.  

4.5Hrs -- Departure 2pm

Danger First-time-kayakers-have-fun-too..jpg

$109
(4-12) $89
 

DANGER'S WIND & WINE SUNSET SAIL

Sailing on a Schooner with 8 different wines

including: The wind and wine sunset sail features an array of fine wines and upscale beers from around the world, complemented by bountiful horsd'oeuves that arouse your palate. 

2Hrs -- Departure 5pm ADULTS Ages 13+

danger-charters-photo-05.jpg

$109

 

FLORIDAYS SUNSET CRUISE

Spectacular Champagne Sunset Cruise

including: Don't forget your camera! Champagne, Margaritas, Beer including a selection of regional craft brews, Wine, & Sodas. Leave the crowds behind and enjoy your sunset cruise. 

1.5Hrs -- Departure 5:15pm

floridadays.jpg

$69
(12-Under)$49

 

JAVA CAT SUNSET SAIL PRIVATE

Your private Sunset Cat Sail

including: A intimate sunset cruise on the Java Cat, Departing from Key West Historic Seaport. Up-to-6 guest. Light appetizers, bottled water & soft drinks. A cooler with ice is onboard with room for your own beverages.

2Hrs -- Departure 6:30pm

Java Cat.jpg

$395
(Up-To-6)

 

 CAT SUNSET SAIL PRIVATE

Your private Sunset Cat Sail

including: Your can select the 42' Catamaran ARIA or the 60' Fountaine Pajot Catamaran ZODIAC. ARIA is $1000, ZODIAC $2000. Music adult beverages and appetizers. Custom Meals available upon request.

3Hrs -- Departure 3pm

restless native.jpg

$1000
(Up-To-6)

 

PRIVATE SNORKEL SUNSET COMBO

Your private 4Hr giving you the best of both

including: Two boats to book. Conch West and High Tide. Up-to 12 Guests. Snorkel and enjoy the amazing Sunset of Key West. Light snack platter, snorkel gear, coolers stocked with ice, soft drinks, bottled water. You're welcome to bring adult beverages of your choice.

4Hrs -- Departure 3pm

SunsetSailKeyWest-55.jpg

$895
(Up-To-6)

 

SUNSET SAIL ON WHEN AND IF

Sunset on a Gorgeous Classic Yacht 

including: When and If was a peacetime dream of an American war hero. Come join and be a part of this ships amazing story of life. This is an amazing schooner with a great captain and crew. Two boutique wines made in honor of the boat and select beer. Bottled water and La Croix.  .

2Hrs -- Departure 5pm

what and if sunset.jpg

$109
(3-12)$45

 

PRIVATE SUNSET SAIL ON WHEN AND IF

Sunset on a Gorgeous 1939 Classic Yacht 

including: When and If was a peacetime dream of an American war hero. Built for General George S. Patton. Come join and be a part of this ships amazing story of life. This is an amazing schooner with a great captain and crew. Two boutique wines made in honor of the boat and select beer. Bottled water and La Croix.  .

2Hrs -- Departure 5pm

when and if private.jpg

$1795
(Up-To-12 Guests)

 

PRIVATE WHEN AND IF PROPOSAL SUNSET

Drop the (?) on a Gorgeous 1939 Classic Yacht 

including: When and If, " And they sailed away into the sunset forever." Now's your moment! Golden sun kissing the horizon, soft waves against the hull, a bottle of champagne ready on ice, and crew secretly standing by with your camera for photos and videos, it's time to get down on one knee. 

2Hrs -- Departure 5pm

when and if private.jpg

$680
(Perfect Romance)

 

Champagne Sunset and Dolphin

Sunset and Dolphin Watching Excursion

including: Spacious comfortable boat. Relax and enjoy complimentary beer, wine, champagne, or soda. Cooler and ice. Pet Friendly.

2Hrs -- Departure 5pm

$500
(Up-to-6)

 

Sunset Sail

Choose Between our Fleet of luxury vessels

including: Not one, FOUR vessels to choose from. All four vessels are Luxury Catamarans. Up-to-11 guests on any of our vessels.  Snorkeling gear, pool noodles, coolers, sound system, full kitchen, and barbecue grill. Click the Check Availability button below to learn more and see the vessels. 

3Hrs -- Departure 5pm

Sunset-Sail-many boats.jpg

$1000
(Up-to-12)

 

Sunset Sail

Explore, relax and take in a famous Sunset

including: Jump on Key West's newest catamaran, The Miss Valyn for a 3 hour snorkel adventure. Unlimited draft beer and wine

3Hrs -- Departure 3pm

SSWS SUNSET SNORKEL.png

$49.95
(6-12) $29.95
(5-under) Free

 

Sunset SIP & SAIL

Key West Sunset with Live Music & Open Bar

including: This trip includes UNLIMITED open well bar with rum-runners, margaritas, mixed drinks, draft beer, wine, champagne & soft drinks. Live music as you crusie off into the sunset through the tropical waters of Key West on the Sandie Cat. 

2Hrs -- Departure 5pm

sunset sail best things to do in key west.jpg

$69.95
(6-12) $39.95
(5-under) Free

 

TRIPLE COMBO

Snorkeling, Dolphin, and Sunset Cruise 

including: Snorkeling our amazing waters, Dolphin viewing at the playground, and of course a famous key West sunset. Three-for-one adventure. Equipment provided. Free beer, water, and soft drinks.

3Hrs. Departure 3:30pm -- Check in 3:00pm

Triple-Combo-Sunset-Dolphin-Cruise-by-Sunset-Watersports.jpg

$64.95
(6-12 ) $50.95
 

TRIPLE COMBO

SUNSET, with a Tropical Food Buffet, Music

including: Sunset dinner cruise celebration. Grab a tropical beverage and groove into sunset as our local steel drum performer fills the air with tropical vibes. Unlimited open well bar, free beer, water, and soft drinks. Up grade to premium brands for $19. 

2Hrs. Departure 5pm -- Check in 4:30pm

great-food-sunset-watersports - Copy.jpg

$79.95
(6-12 ) $39.95
(under 5) Free

 

Sunset Cruise 

Speed around to never miss the sunset

including: 2102 NauticStar Legacy. 3-across transom seating and an aft step with swim ladder, plenty of dry storage space for bags, a larger cooler with ice and bottled water, and we can't forget the T-Top bow and stern extenders for plenty of shade. BYOB

2Hrs. Departure 5pm -- Check in 4:30pm

salty soul.jpg

$395
(Up-To-6)

 

PRIVATE Sunset Cruise 

YOUR private Sunset Cruise

including: Pick the Vessel that best meets your needs. Custom meals available upon request. Enjoy your favorite adult beverages and appetizers while watching breathtaking views on the waters of Key West. BYOB

3Hrs. Departure 3pm -- Check in 30mins prior

July_8th_retouched-9467.jpg

$1000
(Up-To-6)

 

Looking Glass Bottom Sunset

Floridays Glass bottom Harbor Sunset

including:  Cruise the Key West Harbor with us on our 28' Custom GLASS BOTTOM boat. A great tour and a even better Sunset.

1.5Hrs. Departure 3pm -- Check in 30mins prior

IMG_2949.JPG

$400
(Up-To-6)

 

STOCK ISLAND Wind & Wine

SUNSET SAIL

including:  Up to 8 Different Wines, Craft Beer, Hors d'oeuvres. Departing from the Perry Hotel. Coastal Living Magazine in the top two sunsets cruises. Sailing Nightly

2Hrs. Departure vary with sunset -- Check in 30mins prior

stock-island-wind-and-wine-photo-fh.jpg

$109
(ADULTS)

 

bottom of page