Cayman Sailing 

4.8
/5
(2 reviews)
 George Town Yacht Club, George Town, 1010, Cayman Islands

Cayman Sailing 

4.8
/5
(2 reviews)
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George Town Yacht Club
George Town, Cayman Islands

Step aboard Cayman Sailing, a spacious Prout Snowgoose Catamaran based in George Town—the perfect vessel for unforgettable adventures in the crystal-clear waters of the Cayman Islands. With room for up to 15 guests, this catamaran offers both relaxation and excitement for families, groups, and ocean lovers.

Your expert guide, Captain Ben, specializes in thrilling Stingray City tours, breathtaking snorkeling & diving excursions, scenic catamaran cruises, and magical Bio Bay adventures—giving you a front-row seat to some of the most spectacular sights in the Caribbean.

Onboard, enjoy premium amenities designed for comfort, including a grill, ice box, outdoor speakers, rod holders, aft & bow sundecks, a kitchen, and a bathing platform. Optional add-ons such as paddleboards, snorkeling gear, drinks, and snacks enhance your journey.

With top-tier safety equipment—GPS, life jackets, radar, sonar, and more—you can cruise with confidence. Plus, our flexible policies allow alcohol, pets, glass bottles, and even red wine onboard.

Don’t miss your chance for the ultimate boating experience—book your Cayman Sailing adventure today!

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Customer reviews

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Rating summary

4.8/5
out of 5 stars from 2 reviews
Boat
4.5/5
Crew
5.0/5
Experience
5.0/5

Photo by reviewers

There are no review photos
for this charter yet!

Customer rating

2
0
0
0
0

Customers claimed

Recommend this charter

100%

Showing 1 - 2 of 2 reviews
Showing: 2 of 2 reviews
Isabel B.
Isabel B.
4.7/5

Jan 8, 2026

5 Hour – Stingray City Tour

Fantastic Day Excursion

VERIFIED

Capitan Ben is your man for a fantastic day excursion if your cruise ship stops in Georgetown. Very personable and knowledgable abour the region. Highly recommend.

Capitan Ben is your man for a fantastic day excursion if your cruise ship stops in Georgetown. Very personable and knowledgable...  

 Isabel B. recommends Cayman Sailing
1 person finds this review helpful
 Isabel B. recommends Cayman Sailing
1 person finds this review helpful

Lara C.
Lara C.
5.0/5

Jul 11, 2025

5 Hour – Stingray City Tour

Captain Ben is the best!

VERIFIED

We had the best time on with Captain Ben on the Be Happy! Would definitely book him again when we return!

We had the best time on with Captain Ben on the Be Happy! Would definitely book him again when we return!  

 Lara C. recommends Cayman Sailing
1 person finds this review helpful
 Lara C. recommends Cayman Sailing
1 person finds this review helpful

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
March 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
5 Hour – Stingray City Tour
FREE Cancellation 1 day notice
5 Hour Trip, starts at 9:00 AM
Price for up to 15 people
US $1,250 
There are 3 people looking at this listing.

Customer reviews

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Rating summary

4.8/5
out of 5 stars from 2 reviews
Boat
4.5/5
Crew
5.0/5
Experience
5.0/5

Photo by reviewers

There are no review photos
for this charter yet!

Customer rating

2
0
0
0
0

Customers claimed

Recommend this charter

100%

Showing 1 - 2 of 2 reviews
Showing: 2 of 2 reviews
Isabel B.
Isabel B.
4.7/5

Experience:

4.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Fantastic Day Excursion

VERIFIED

5 Hour – Stingray City Tour on January 8, 2026

Capitan Ben is your man for a fantastic day excursion if your cruise ship stops in Georgetown. Very personable and knowledgable abour the region. Highly recommend.

Capitan Ben is your man for a fantastic day excursion if your cruise ship stops in Georgetown. Very personable and knowledgable abour the region. Highly recommend.  

 Isabel B. recommends Cayman Sailing
1 person finds this review helpful

Lara C.
Lara C.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Captain Ben is the best!

VERIFIED

5 Hour – Stingray City Tour on July 11, 2025

We had the best time on with Captain Ben on the Be Happy! Would definitely book him again when we return!

We had the best time on with Captain Ben on the Be Happy! Would definitely book him again when we return!  

 Lara C. recommends Cayman Sailing
1 person finds this review helpful

FAQs about Cayman Sailing

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What the boat is like

Boat category
Catamarans
Boat type
Catamaran
Boat manufacturer
Prout
Boat Model
Snow Goose
Year built
1990
Restored in
2024
Boat length
37 ft
Capacity
15 persons
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