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North Side, 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+/hour
31 Foot SeaRay from Cayman
Events in Rum Point · 8 guests

31 Foot SeaRay from Cayman

5.0
$200/hour
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
$250/hour
Navigate your way to fun with us with the 27ft Pursuit Yacht
Powerboats in George Town · 9 guests

Navigate your way to fun with us with the 27ft Pursuit Yacht

5.0
$175+/hour
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
$425/hour
New addition! Lagoon 450 Catamaran
Sailing in George Town · 30 guests

New addition! Lagoon 450 Catamaran

5.0
$500/hour
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
$250/hour
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
$300/hour
Private Boat Charter, Snorkeling, Stingray City, Starfish Point
Powerboats in George Town · 7 guests

Private Boat Charter, Snorkeling, Stingray City, Starfish Point

New
$138+/hour
Instant Book
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
$300/hour
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
$300/hour
Snorkeling in West Bay, Grand Cayman
Events in George Town · 85 guests

Snorkeling in West Bay, Grand Cayman

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

40 ft Searay Sundancer in Grand Cayman

New
$350/hour
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
$400/hour
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
$225/hour
Private Custom Charter, Stingray City, Coral Reef Snorkeling, Starfish 34ft
Tours in West Bay · 12 guests

Private Custom Charter, Stingray City, Coral Reef Snorkeling, Starfish 34ft

5.0
$225+/hour
Private Custom Charter - 28ft Grady - Stingrays, snorkeling, Starfish, tubing.
Tours in West Bay · 8 guests

Private Custom Charter - 28ft Grady - Stingrays, snorkeling, Starfish, tubing.

New
$200+/hour
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
$200/hour
Private Boat Cruise - Your Day Your Way
Powerboats in West Bay · 50 guests

Private Boat Cruise - Your Day Your Way

New
$300/hour
Rampage 38' Sport Fisherman, Negril - Fishing Charters
Fishing in Hanover Parish · 8 guests

Rampage 38' Sport Fisherman, Negril - Fishing Charters

5.0
$300/hour
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
Best of 2025
$1,063/hour
Private Catamaran Sail with Snorkeling in Negril, Jamaica
Sailing in West End · 65 guests

Private Catamaran Sail with Snorkeling in Negril, Jamaica

New
$405/hour
Boat for Hire Negril
Fishing in Negril · 10 guests

Boat for Hire Negril

New
$450/hour
PARTY Day Cruise Aboard 50' Tiki Catamaran in Jamaica! $90 USD per person
Powerboats in West End · 50 guests

PARTY Day Cruise Aboard 50' Tiki Catamaran in Jamaica! $90 USD per person

5.0
$592/hour

North Side Reviews

  1. JR

    Jenna

    31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman

    The crew was amazing! This experience was so magical. We got to swim with sting rays, see star fish, visit rum point, and drive the jet ski around at sunset. We had two young kids on the trip, and both members of the crew were incredibly accommodating, helpful and patient. Most people on the trip said this excursion was the overall highlight of our Grand Cayman trip. 10/10 recommend!

  2. NM

    Nicholas

    Navigate your way to fun with us with the 27ft Pursuit Yacht

    This was by far my families favorite excursion - ever! The boat itself is spotless and very comfortable for my family of 5. It was really well equipped with everything we needed included fishing gear, snorkeling equipment and iced drinks. Dillan and Diego were wonderful hosts and very knowledgeable and experienced. They took photos for us and at each stop helped in the water to hold stingray, find starfish and even retrieved, opened and fed us Conch! Could not recommend Dillan and his boat more!

  3. EM

    Emma

    31 Foot SeaRay from Cayman

    Captain Nick and Victoria were incredible! They went above and beyond to give us an unforgettable experience. Nick held my mom’s hand while she snorkeled and made her feel so comfortable. Toward the end of the trip he made a huge bowl of fresh Conch ceviche for us and it was delicious. Highly recommend going out for a trip with Captain Nick!

  4. Alysha

    Alysha

    Private Custom Charter, Stingray City, Coral Reef Snorkeling, Starfish 34ft

    Captain Jason ans his crew was amazing! They really went above and beyond for us. We will definitely rebook. Thank you!!!

  5. Naftali

    Naftali

    Navigate your way to fun with us with the 27ft Pursuit Yacht

    Dillan was amazing! we had the time of our lives. We swam with stingrays we visited starfish. We went fishing, caught a 20 pound wahoo, restaurant on the ocean grilled the fish, we really had a such amazing time we would do it all over again. Dillan is a rockstar! Thank you!!! 🤍🪄

  6. 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!