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Sister Islands, KY Boat Rentals

Page 1 of 124 listings

The Ultimate Stingray City Tour
Tours in Rum Point · 15 guests

The Ultimate Stingray City Tour

New
$275-$300hour
31 Foot SeaRay from Cayman
Powerboats in Rum Point · 8 guests

31 Foot SeaRay from Cayman

5.0
$200hour
40' Motor Yacht Charter - Friendly North Sound Exploration, Swim, Snorkel, Relax
Events in George Town · 10 guests

40' Motor Yacht Charter - Friendly North Sound Exploration, Swim, Snorkel, Relax

5.0
$250hour
Private Boat Cruise - Your Day Your Way
Powerboats in West Bay · 50 guests

Private Boat Cruise - Your Day Your Way

New
$300hour
Beneteau Oceanis 473 Luxury Sailing Charter in Grand Cayman, Cayman Islands
Sailing in West Bay · 15 guests

Beneteau Oceanis 473 Luxury Sailing Charter in Grand Cayman, Cayman Islands

5.0
$300hour
28ft Grady White. Private Charter, Stingrays, snorkeling, Starfish and more!
Powerboats in West Bay · 8 guests

28ft Grady White. Private Charter, Stingrays, snorkeling, Starfish and more!

3.0
$225hour
33ft Express. Private Charter, Stingray City, Coral Reef Snorkeling, Starfish.
Tours in West Bay · 12 guests

33ft Express. Private Charter, Stingray City, Coral Reef Snorkeling, Starfish.

5.0
$225-$250hour
Charters with Captain Bibi on a 30ft powerboat in Grand Cayman
Fishing in West Bay · 12 guests

Charters with Captain Bibi on a 30ft powerboat in Grand Cayman

5.0
$225hour
A 8-Guests Cobalt boat 252  Bowrider for Charter in George Town, Cayman Islands
Powerboats in West Bay · 8 guests

A 8-Guests Cobalt boat 252 Bowrider for Charter in George Town, Cayman Islands

5.0
$200hour
Navigate your way to fun with us!
Tours in West Bay · 9 guests

Navigate your way to fun with us!

5.0
$175-$250hour
Luxury Beneteau Sense 55 Sailing Yacht Rental in George Town, Cayman Islands
Sailing in George Town · 20 guests

Luxury Beneteau Sense 55 Sailing Yacht Rental in George Town, Cayman Islands

5.0
$425hour
New addition! Lagoon 450 Catamaran
Sailing in George Town · 30 guests

New addition! Lagoon 450 Catamaran

5.0
$500hour
Charter with captain Bibi in Grand Cayman (bigger capacity boat)
Powerboats in George Town · 35 guests

Charter with captain Bibi in Grand Cayman (bigger capacity boat)

5.0
$250hour
31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman
Powerboats in George Town · 9 guests

31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman

5.0
$300hour
Cobalt R5 Bowrider Boat Rental In George Town, Cayman Islands
Powerboats in George Town · 8 guests

Cobalt R5 Bowrider Boat Rental In George Town, Cayman Islands

5.0
$300hour
Snorkeling in West Bay, Grand Cayman
Events in George Town · 85 guests

Snorkeling in West Bay, Grand Cayman

5.0
$1,000day
40 ft Searay Sundancer in Grand Cayman
Events in George Town · 12 guests

40 ft Searay Sundancer in Grand Cayman

New
$350hour
45ft Sea Ray Sundancer Luxury Tour in Grand Cayman
Powerboats in George Town · 15 guests

45ft Sea Ray Sundancer Luxury Tour in Grand Cayman

New
$400hour
Rampage 38' Sport Fisherman, Negril - Fishing Charters
Fishing in Hanover Parish · 8 guests

Rampage 38' Sport Fisherman, Negril - Fishing Charters

5.0
$300hour
Luxury Private Yacht Tour to Rick's Café - Negril; Premium Package
Powerboats in Hanover Parish · 30 guests

Luxury Private Yacht Tour to Rick's Café - Negril; Premium Package

5.0
Superowner
$1,063hour
Private Catamaran Sail with Snorkeling in Negril, Jamaica
Sailing in West End · 65 guests

Private Catamaran Sail with Snorkeling in Negril, Jamaica

New
$135person
Boat for Hire Negril
Fishing in Negril · 10 guests

Boat for Hire Negril

New
$285person
PARTY Day Cruise Aboard 50' Tiki Catamaran in Jamaica!
Powerboats in West End · 50 guests

PARTY Day Cruise Aboard 50' Tiki Catamaran in Jamaica!

5.0
$92person
Luxury Yacht for Private Cruises and Party Boat in Negril, Jamaica
Events in West End · 14 guests

Luxury Yacht for Private Cruises and Party Boat in Negril, Jamaica

5.0
$1,435hour

Sister Islands Reviews

  1. AS

    Alok

    31 Foot SeaRay from Cayman

    I was fortunate to book a ride with Yarick. We did a short cruise on the north side of the Cayman Islands. He is very thoughtful and the places that he took me. Overall, it was a great experience and I highly recommend him.

  2. Cedric

    Cedric

    31 Foot SeaRay from Cayman

    **5 Stars** We had an incredible experience yesterday on Yarick’s captained 31 ft Chaparral yacht while cruising the North Bay in Grand Cayman. Our family of five visited two reefs for snorkeling, Stingray City, and Starfish Point. The yacht, although older, was well-maintained, spacious, and perfect for a leisurely tour. The interior was roomy, the bathroom was convenient, and the bow sunpad provided a fantastic spot for soaking up the sun. However, the true highlight of our day was Yarick himself. His warm and genuine attitude made us feel right at home, especially our younger children (7, 11, and 13). Yarick was incredibly patient and helpful with their snorkeling gear, and he had plenty of extra gear on hand if needed. His guidance at Stingray City was top-notch—our kids went from being nervous to not wanting to leave in a matter of minutes, all thanks to Yarick’s encouragement and expertise. If you’re looking for an unforgettable day on the water with a captain who truly cares about his guests, I’d recommend Yarick in a heartbeat!

  3. Brett

    Brett

    Charter with captain Bibi in Grand Cayman (bigger capacity boat)

    Captain Bibi took our family of 12 on an amazing trip from Camana Bay to snorkeling, Stingray City, and Starfish Point. He is a great captain and was very informative and knowledgeable, he even helped our little ones catch fish at the stops! Definitely recommend, 5 stars and do not miss!!

  4. MS

    Mark

    New addition! Lagoon 450 Catamaran

    Capt. Dean was the best. He has excellent navigation skills and was very knowledgeable about the Island. Both he and his first mate Tash, were extremely nice, fun and energenetic with our group. Swimming with the stingrays and hanging out with the starfish were the highlights of the boatride. There was lots of laughter and fun times. It felt like Capt Dean and Tash were part of our group, like we've known them forever!! Thanks Capt. Dean, I would definitely book with you again!!

  5. LG

    Leah

    A 8-Guests Cobalt boat 252 Bowrider for Charter in George Town, Cayman Islands

    My kids said this was their favorite thing we did on our trip to Cayman. They know all the good snorkel spots and are extremely accommodating, knowledgeable, and wonderful host. We will definitely be using them for every trip! :)

  6. SZ

    Sheryl

    New addition! Lagoon 450 Catamaran

    Perfect choice for our group of 12. With a 4- and 6-year-old that never swam with stingrays let alone in the open water, we wanted the opportunity to stay at locations on our own schedule. Yes, the trip was pricier than the scheduled tours; but, all agreed it was the perfect afternoon boat trip and wished we booked for the entire day. The catamaran is beautiful and spacious; and, the captain and first mate professional, funny and accommodating. We brought our own food and drinks; but, know, that they supply some nonalcoholic refreshments, ice, some fruit, chips and salsa type refreshments after one of the stops. Also, the first mate had a more in-depth understanding of stingrays than many on other scheduled trips.