Private Boat Tours w/ Starliner Dream Tours 

4.7
/5
(1 review)
 Harbor, 4 Morgan's Ln, West Bay, Cayman Islands, West Bay, KY1-1300, Cayman Islands

Private Boat Tours w/ Starliner Dream Tours 

West Bay, Cayman Islands
Walkaround silhouette
31 feet
10
4.7
/5
(1 review)
You may qualify for a Loyalty discount with Private Boat Tours w/ Starliner Dream Tours. To check if the Loyalty discount is available for your selected dates, please sign in.

Step aboard Starliner Dream Tours – Private Boat Charter, a spacious 1992 Proline 2950 Walkaround based in West Bay, designed for unforgettable days on the water. With room for up to 10 guests, this versatile vessel is powered by twin 250 HP Yamaha outboards, cruising comfortably at up to 42 knots to maximize your time exploring Grand Cayman’s stunning coastline.

Led by Captain David Evans, your trip can include Stingray City encounters, snorkeling vibrant reefs at Coral Gardens and the Barrier Reef, relaxing at Starfish Point Beach, or enjoying a tranquil sunset cruise. Light fishing is possible en route, but please note this is not a dedicated fishing charter.

The boat features a bow sundeck, bathing platform, kitchen, one cabin, and a head with toilet for your comfort. Onboard amenities include an audio system, inside and outside speakers, Wi-Fi, refrigerator, ice box, rod holders, and a fish finder to enrich your journey.

Optional add-ons such as drinks, snacks, and snorkeling equipment ensure your group has everything needed for a perfect day. Policies allow children, alcohol (including red wine), smoking, and swimming to accommodate your plans seamlessly.

Safety is always top priority with life jackets, VHF radio, GPS, depth finder, wheel steering, and anchor on board.

What sets this tour apart is Captain David himself — a Caymanian local whose family were among the first to welcome visitors to Stingray City. With over 20 years of experience on the water, he combines safety, fun, and authentic island hospitality. Unlike crowded group tours, your charter is always private, giving you the freedom to relax at your own pace. Guests love watching Captain David dive for fresh conch and prepare his signature marinated conch salad, paired with mango salad from his own garden and his family’s traditional Fever Grass drink. Add in his fascinating pirate tales and Cayman history, and your tour becomes more than a trip — it’s culture

Call if you need transportation

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Customer reviews

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4.7
(1 review)
5
1
4
0
3
0
2
0
1
0
4.0
Boat & equipment
5.0
Captain & crew
5.0
Boating Experience

Customers' gallery (4)

Terrific Trip / Outstanding Host
Terrific Trip / Outstanding Host
Terrific Trip / Outstanding Host
Terrific Trip / Outstanding Host

All reviews (1)

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Showing 12 of 2 reviews
Joe Altman
Joe Altman
4.7
Verified
Terrific Trip / Outstanding Host
½ Day Private Charter on December 21, 20252 adults
Captain David went out of his way to make sure every single member of our group of six had a phenomenal first day on the water. He has a wealth of knowledge about the island and was a conscientious host. He got in with the stingrays to make sure we had a hands on experience, his local cuisines on board were delicious, he knew good snorkeling spots, and he was gracious and fun. We also recieved stellar photos sent afterwards, which was greatly appreciated. High marks!
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Response from Captain
December 24, 2025
On behalf of Captain David. Thank you so much for your kind words. I am so glad you and your family enjoyed the day. Your appreciation of our culture means a lot to me. Please do come back again.
0
Michael Levy
Michael Levy
The captain canceled
March 16, 2026
The charter operator canceled 4 days prior to the trip date. This is an automated posting.
0

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
May 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Stingray City Only - 2 Hours
FREE Cancellation 3 days notice
2 Hour Trip
starts at 10:00 AM
+1
US $550
Private tour: up to 10 people
Stingray City & Snorkeling: 4 Hrs
FREE Cancellation 3 days notice
4 Hour Trip
starts at 10:00 AM
+1
US $700
Private tour: up to 10 people
½ Day Private Charter
FREE Cancellation 3 days notice
5 Hour Trip
starts at 10:00 AM
+1
US $800
Private tour: up to 10 people

Customer reviews

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4.7
(1 review)
5
1
4
0
3
0
2
0
1
0
4.0
Boat & equipment
5.0
Captain & crew
5.0
Boating Experience

Customers' gallery (4)

Terrific Trip / Outstanding Host
Terrific Trip / Outstanding Host
Terrific Trip / Outstanding Host
Terrific Trip / Outstanding Host

All reviews (1)

Filter
Showing 12 of 2 reviews
Joe Altman
Joe Altman
4.7
Verified
Terrific Trip / Outstanding Host
½ Day Private Charter on December 21, 20252 adults
Captain David went out of his way to make sure every single member of our group of six had a phenomenal first day on the water. He has a wealth of knowledge about the island and was a conscientious host. He got in with the stingrays to make sure we had a hands on experience, his local cuisines on board were delicious, he knew good snorkeling spots, and he was gracious and fun. We also recieved stellar photos sent afterwards, which was greatly appreciated. High marks!
Review media 0
Review media 1
Review media 2
Review media 3
Response from Captain
December 24, 2025
On behalf of Captain David. Thank you so much for your kind words. I am so glad you and your family enjoyed the day. Your appreciation of our culture means a lot to me. Please do come back again.
0
Michael Levy
Michael Levy
The captain canceled
Trip was supposed to happen on March 16, 2026
The charter operator canceled 4 days prior to the trip date. This is an automated posting.
0
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FAQs about Private Boat Tours w/ Starliner Dream Tours

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What the boat is like

Boat category
Cabin cruisers
Boat type
Walkaround
Boat manufacturer
Proline
Boat Model
2950 Walkaround / Express
Year built
1992
Boat length
31 ft
Capacity
10 persons
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