Sunset & Dinner Cruises in Cayman Islands
18 boats available
The best out of 18 deals in Cayman Islands - enter dates to check availability
Top Sunset & Dinner Cruises in Cayman Islands Destinations
Top Sunset & Dinner Cruises in Cayman Islands Regions
Top Sunset & Dinner Cruises in Cayman Islands
Cayman Islands: 18 boats available
Easy Does It Charters
5.0
/5
(13 reviews)
West Bay • 21 ft • 4 persons
2 Hr – Sunset Cruise
2 hour trip • starts at 05:30 PM
Experience the Cayman Islands like never before with Easy Does It Charters! "Bottom line: Captain Derron was terrific, professional, punctual, and our time on his boat was great - recommend booking." — Will, 2 Hr – Sunset Cruise
Instant confirmation
2 adults • 0 children
US $400
US $400
Reel Vibes Charters
5.0
/5
(9 reviews)
West Bay • 34 ft • 6 persons
Grand Cayman Sunset Cruise
2 hour trip • starts at 05:30 PM
Set sail on an unforgettable adventure with Reel Vibes Charters, a 2006 SeaVee 340B Center Console, expertly crafted for comfort, speed, and versatility. "Capt. Stephen and First Mate Joey were fantastic. They went above and beyond to make sure we had a great trip." — Jason, Grand Cayman Sunset Cruise
Instant confirmation
2 adults • 0 children
US $500
US $500
Ocean Time
5.0
/5
(1 review)
•
3 external reviews
Rum Point • 28 ft • 10 persons
2 Hour – Sunset Stringray City
2 hour trip • starts at 05:30 PM
Discover the ultimate day on the water aboard Ocean Time, a beautifully restored 28' Dusky Center Console (refit in 2017), conveniently based at Rum Point. "We did a sunset snorkel with Jesse. It was amazing and so much better than the large, overcrowded charters." — Vicki, 2 Hour – Sunset Stringray City
Instant confirmation
2 adults • 0 children
US $395
US $395
Island Vibez Watersports
5.0
/5
(9 reviews)
West Bay • 32 ft • 12 persons
3 Hour – Sunset Cruise
3 hour trip • starts at 04:30 PM
Island Vibez Watersports offers an unforgettable boating experience aboard the stunning 2002 Luhrs Open 32 Sportfishing, fully restored in 2015. "Our boat day with Jordan was one of our favorite days of our 7 day trip to Grand Cayman!" — Kathy, 3 Hour – Sunset Cruise
Instant confirmation
2 adults • 0 children
US $700
US $700
Captain Jerry's Watersports
5.0
/5
(3 reviews)
•
64 external reviews
West Bay • 42 ft • 20 persons
Experience Unforgettable Adventures Aboard Captain Jerry's Watersports
Set sail in style on Captain Jerry's Watersports, a 1994 Rob Shirley Pro 42 Center Console, based in the stunning West Bay. "Wow! To say we had a wonderful day would be putting it lightly." — Yvette,
Instant confirmation
trips fromUS $800
Aquatic Adventures
North Sound Estates • 18 ft • 4 persons
Dinner transfer
3 hour trip • starts at 06:00 PM
Step aboard Aquatic Adventures for an unforgettable day on the water! Dinner transfer
Instant confirmation
2 adults • 0 children
US $250
US $250
Cayman Vibes Charters
5.0
/5
(3 reviews)
Rum Point • 31 ft • 8 persons
2 Hr – Stingray and Snorkeling (PM)
2 hour trip • starts at 03:00 PM
Cayman Vibes charters is a 2008 Searay Chaparral Cuddy cabin (restored in 2020), based out of Rum Point. "I’ve been coming to Cayman for 25 years and this is the best snorkeling trip I’ve ever had." — Clyde, 2 Hr – Stingray and Snorkeling (PM)
Instant confirmation
2 adults • 0 children
US $135
US $135
Navigate your way to fun with us!
5.0
/5
(2 reviews)
•
33 external reviews
George Town • 27 ft • 9 persons
Bio Bay - Bioluminescent (Shared)
2 hour trip • starts at 06:45 PM
Our vessel offers the perfect combination comfort and luxury. "Been to the Caymen Island several times and I have used private charters in the past." — Celina, Bio Bay - Bioluminescent (Shared)
Instant confirmation
2 adults • 0 children
US $130
US $130
Reel Escape
North Sound Estates • 32 ft • 10 persons
4 hour half day
4 hour trip • starts at 08:00 AM
Reel Escape is a 2008 Well craft Scarab Center console based out of North Sound Estates. 4 hour half day
Instant confirmation
2 adults • 0 children
US $500
US $500
Good Times Water Sports
George Town • 46 ft • 15 persons
4 Hour – Stingray City (PM)
4 hour trip • starts at 02:30 PM
Step aboard Good Times Water Sports, a luxurious 46ft Sea Ray Sundancer Cruiser ready to make your day unforgettable. 4 Hour – Stingray City (PM)
Instant confirmation
2 adults • 0 children
US $2,200
US $2,200
Cayman Live Bait
George Town • 29 ft • 6 persons
Cayman Live Bait is a 1993 Boston Whaler Outrage 29 Cuddy cabin (restored in 2022), based out of George Town.
Instant confirmation
trips fromUS $500
Blue Sky Sailing, Cayman LTD
West Bay • 47 ft • 15 persons
2 Hour – Sunset Charter
2 hour trip • starts at 04:30 PM
Step aboard Blue Sky Sailing, a spacious 2005 Beneteau Oceanis 473 sailing yacht based in beautiful West Bay, Grand Cayman. 2 Hour – Sunset Charter
Instant confirmation
2 adults • 0 children
US $700
US $700
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