Sunset Sails, Dinner Cruises & More Sunset Activities
Experience magic with Sunset Watersports! Our sunset cruises in Key West offer unparalleled views of the breathtaking sunsets that have made this island famous. Dive into adventure with our dolphin sunset cruises, where you can witness playful dolphins against the captivating backdrop of the setting sun. For those seeking culinary delight, our sunset dinner cruises combine gourmet dining with stunning ocean vistas, creating an unforgettable evening. With a long-standing reputation for excellence and a commitment to customer satisfaction, Sunset Watersports is your go-to for the ultimate sunset experience. Book your sunset cruise today and create memories that will last a lifetime!
Why Book With Us? Get the LOWEST Prices in Key West, Guaranteed! We’re an Award Winning Watersport Company with Over 39 Years In Key West! Come see the Sunset Watersports difference as we explore Key West like a local. Enjoy local cuisine, live local musicians and tropical mixed drinks on these bucket-list Key West sunset cruises.
Sunset Dinner Cruise
Highlights: Tropical Food Buffet, Live Music, Unlimited Open Well Bar, Draft Beer, Champagne & Wine
Duration: 2 Hours
Key West’s only dinner cruise. Enjoy dinner on the water at sunset in Key West! Join us on the Party Cat 65ft double decker catamaran for a tropical food buffet, live music & unlimited open well brand bar. The food is prepared & cooked in the on-board kitchen by our executive chef. Sit in the air conditioned lower cabin or hang out on the top deck and grab a drink at the bar while you get closer to the sunset than ever before.
This is a bucket-list Key West experience that you do not want to miss. Only one trip daily, reservations required, booking in advance is encouraged to guarantee your seat.
Menu includes: Blackened mahi with lemon and tartar Sauce, smoked mojo pulled pork Caribbean jerk chicken, seasoned black beans and tropical yellow rice, candied sweet plantains, tropical fruit salad, mixed green salad with ranch or raspberry vinaigrette, Caribbean butter corn, fresh local Cuban bread with butter & marmalade, churros stuffed with dulce leche
Unlimited Open Well Bar (includes: well mixed drinks, draft beer, margaritas, wine, champagne, rum runners & soft drinks)
Sunset Sip & Sail Cruise
Highlights: Sunset Sail, Great Appetizer Menu, Live Music, Unlimited Open Well Bar, Draft Beer, Champagne & Wine
Duration: 2 Hours
Join us on the Sandie Cat catamaran for Key West’s best sunset sail. This trip offers a truly unique sunset sailing experience. We will set sail through Key West’s historic seaport and venture off to the open ocean, getting you the best views of the sunset. Enjoy the onboard local musician as they play tropical island vibes and our bartenders serve you unlimited mixed drinks, draft beer or wine which is included with the cruise.
Menu Includes: Jamaican chicken sliders, BBQ meatballs, veggie trays, cheese and cracker trays, pita and hummus.
This tri-deck sailing catamaran has plenty of seating and standing space for up to 149 guests and is equipped with 2 full above deck restrooms.
Dolphin Watch, Snorkel & Sunset Cruise Combo
Highlights: Sunset Cruise, Dolphin Watch Tour, Snorkeling Adventure, Unlimited Draft Beer.
Duration: 3 Hours
Looking for a little more action packed sunset adventure? Look no further, this is the ultimate sunset cruise combo. This tour starts off with a trip out to the dolphin playground to get a one of a kind dolphin encounter.
Then we head out for a snorkeling adventure to one of Key West’s best locations. All snorkeling equipment and expert instruction is included.
Finally, grab a draft beer or glass of wine (included in the trip) and enjoy the sunset cruise through the historic seaport. This trip is also held on a brand new double decker catamaran with 2 above deck bathrooms and ample seating.
Sunset Cruise & Reef Snorkel Combo
Highlights: Sunset Cruise, Reef Snorkeling, Unlimited Draft Beer, Wine & Champagne.
Duration: 3 Hours
Experience the magic of the reef as day turns to dusk on our sunset cruise. You’ll journey to the premier coral reef snorkeling spot, where you can marvel at the vibrant marine life that emerges as the sun sets. This is the ideal time to witness a diverse array of fish species.
After snorkeling, unwind at our open bar. Our skilled snorkeling instructors double as your personal bartenders, serving unlimited draft beer, wine, and champagne.
The adventure concludes with a tranquil sunset cruise, bringing you closer to the iconic Key West sunset than ever before. Sip your favorite drink, listen to tropical music, and relax, creating the perfect ending to your day.
Sunset Dinner Cruise
Key West’s only dinner cruise. Enjoy dinner on the water at sunset in Key West! Join us on the Party Cat 65ft double decker catamaran for a tropical food buffet, live music & unlimited open well brand bar. The food is prepared & cooked in the on-board kitchen by our executive chef. Sit in the air conditioned lower cabin or hang out on the top deck and grab a drink at the bar while you get closer to the sunset than ever before.
This is a bucket-list Key West experience that you do not want to miss. Only one trip daily, reservations required, booking in advance is encouraged to guarantee your seat.
Menu includes: Blackened mahi with lemon and tartar Sauce, smoked mojo pulled pork
caribbean jerk chicken, seasoned black beans and tropical yellow rice, candied sweet plantains, tropical fruit salad, mixed green salad with ranch or raspberry vinaigrette, caribbean butter corn, fresh local cuban bread with butter & marmalade, churros stuffed with dulce leche
Unlimited Open Well Bar (includes: well mixed drinks, draft beer, margaritas, wine, champagne, rum runners & soft drinks)
-
$99.95Now $79.95
From: - Duration: 2 Hours
- Highlights: Tropical Food Buffet, Live Music, Unlimited Open Well Bar, Draft Beer, Champagne & Wine
Sunset Dolphin Watch & Snorkel
Looking for a little more action packed sunset adventure? Look no further, this is the ultimate sunset cruise combo. This tour starts off with a trip out to the dolphin playground to get a one of a kind dolphin encounter.
Then we head out for a snorkeling adventure to one of Key West’s best locations. All snorkeling equipment and expert instruction is included.
Finally, grab a draft beer or glass of wine (included in the trip) and enjoy the sunset cruise through the historic seaport. This trip is also held on a brand new double decker catamaran with 2 above deck bathrooms and ample seating.
-
$74Now Only $64.95
Was - Duration: 3 Hours
- Highlights: Sunset Cruise, Dolphin Watch Tour, Snorkeling Adventure, Unlimited Draft Beer
Sunset Sip & Sail Cruise
Join us on the Sandie Cat catamaran for Key West’s best sunset sail. This trip offers a truly unique sunset sailing experience. We will set sail through Key West’s historic seaport and venture off to the open ocean, getting you the best views of the sunset. Enjoy the onboard local musician as they play tropical island vibes and our bartenders serve you unlimited mixed drinks, draft beer or wine which is included with the cruise.
This trip also includes a great appetizer menu of jamaican chicken sliders, BBQ meatballs, veggie trays, cheese and cracker trays, pita and hummus.
This tri-deck sailing catamaran has plenty of seating and standing space for up to 149 guests and is equipped with 2 full above deck restrooms.
-
$79.95Now Only $69.95
Was - Duration: 2 Hours
- Highlights: Sunset Sail, Great Appetizer Menu, Live Music, Unlimited Open Well Bar, Draft Beer, Champagne & Wine