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KEY WEST SUNSET
CRUISES & CELEBRATIONS

Sunset Sails, Dinner Cruises & More Sunset Activities

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.

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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)

Duration: 2 Hours

Highlights: Tropical Food Buffet, Live Music, Unlimited Open Well Bar, Draft Beer, Champagne & Wine

 

Dollar From: $99.95 Now: $79.95
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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.

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.

Duration: 2 Hours

Highlights: Sunset Sail, Great Appetizer Menu, Live Music, Unlimited Open Well Bar, Draft Beer, Champagne & Wine

 

Dollar From: $79.95 Now: $69.95

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Sunset Cruise With Wine, Champagne, Draft Beer & Appetizers

All aboard our double decker catamaran for a sunset celebration you won’t soon forget. As soon as you step on the boat the bar is open & music is playing! This sunset cruise includes a great selection of appetizers, unlimited wine, champagne and draft beer. Grab a drink and relax as we cruise towards Key West’s unbelievable sunset.

Menu includes: Jamaican chicken sliders, BBQ meatballs, veggie trays, cheese and cracker trays, pita and hummus.

This double-deck sailing catamaran has plenty of seating and standing space for up to 60 guests and is equipped with 2 full above deck restrooms.

Duration: 2 Hours

Highlights: Music Entertainment, Unlimited Draft Beer, Champagne, Wine & Appetizers

 

Dollar From: $69.95 Now: $49.95

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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.

Duration: 3 Hours

Highlights: Sunset Cruise, Dolphin Watch Tour, Snorkeling Adventure, Unlimited Draft Beer

 

Dollar From: $74.00 Now: $64.95

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)

  • From: $99.95 Now $79.95
  • 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.

  • Was $74 Now Only $64.95
  • 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.

  • Was $79.95 Now Only $69.95
  • Duration: 2 Hours
  • Highlights: Sunset Sail, Great Appetizer Menu, Live Music, Unlimited Open Well Bar, Draft Beer, Champagne & Wine