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Anchorage in St John

Chocolate Hole

Location 

Chocolate Hole is a picturesque but less-visited anchorage on the southwestern coast of St John island in the Caribbean. It is located south of Cruz Bay that operates as the main centre of the island and is well connected to nearby St Thomas with daily ferries. On the other side, you will find the charming and wide Rendezvous Bay. The area features beautiful villas and resorts that welcome visitors to the tropical island of St John and are an ideal setting for relaxing holidays.


Navigation 

A well-protected anchorage, Chocolate Hole is best for those that seek peace and solitude. The surrounding area, shore and beach are less developed than nearby areas and have retained the charm of the past. Overall the anchorage provides good shelter, however, it can get a bit rolly during SE winds. The head of the bay is often occupied with local yachts and boats so visitors might need to anchor further out. 

Chocolate Hole
credit: David Stanard Source: Facebook

Provisioning 

This anchorage point is not suitable for provisioning. The closest place for yacht charters that need access to fuel and water is the Caneel Bay Shipyard in Cruz Bay further north. 


General Information 

The name Chocolate Hole most probably comes from the dark chocolate coloured boulders that are found in the area. In previous years, these stones were used in the construction of houses and stone walls. 

Things to Do

Ηart Bay Trail & Honeymoon Beach 

Hart Bay and Hart Bay Beach are at the westernmost part that makes up Rendezvous Bay together with Klein Bay and Monte Bay. This is a narrow beach with a shallow reef ideal for snorkelling and underwater exploration. There is no road access to Hart Bay. Due to its location, access to the beach is limited and hence there are seldom any crowds. You can spend the whole day exploring and swimming with tropical Caribbean fish and other marine life like eels, sea fans and sea rods. If you stay longer, you can explore the short trail off of Chocolate Hole East Road that will take you to the nearby beach.

Yachts available in Chocolate Hole

22 reviews
Jetskis: 2
Jacuzzi
Scuba Onboard

UNBRIDLED

Captain Nationality South African
Flag Marshall Islands
From $65,000 / week
4 cabins
116 ft
Crescent
8 guests
5 crew
Refit: 2015
View
38 reviews
All Included

PURA VIDA

Captain Nationality Dutch
Flag United States
From $23,000 / week
3 cabins
48 ft
Dufour
6 guests
2 crew
Built: 2023
View
Jacuzzi

M3

Captain Nationality Australian / Slovakian
Flag Jamican
From $145,000 / week
5 cabins
147 ft
Intermarine Savannah
10 guests
9 crew
Refit: 2016
View
Jetskis: 2
Jacuzzi

YCM 120

Captain Nationality Ukrainian
Flag Malta
From $98,000 / week
5 cabins
120 ft
ISA, RODRIGUEZ GROUP ITALY
10 guests
6 crew
Refit: 2024
View
18 reviews
Jetskis: 2
Jacuzzi

BLACKSHEEP

Captain Nationality South African
Flag Bahamas
From $85,000 / week
4 cabins
123 ft
Palmer Johnson
8 guests
6 crew
Refit: 2023
View
25 reviews
All Included

HEAVENLY

Captain Nationality American
Flag USA
From $37,000 / week
4 cabins
62 ft
Lagoon
8 guests
2 crew
Refit: 2025
View
40 reviews
All Included

ITHAKA

Captain Nationality USA
Flag USA
From $30,000 / week
4 cabins
56 ft
Bali Catamarans
8 guests
2 crew
Built: 2022
View
32 reviews
All Included

Destiny Unbound

Captain Nationality SA
Flag Poland
From $30,000 / week
5 cabins
54 ft
Bali Catamarans
12 guests
2 crew
Built: 2024
View
Jetski
Jacuzzi
All Included

MATTEA

Captain Nationality French
Flag BULGARIA
From $95,000 / week
4 cabins
78 ft
Sunreef Yachts
8 guests
5 crew
Built: 2025
View
88 reviews
All Included

TOUCH THE SKY

Captain Nationality USA
Flag USA
From $26,500 / week
5 cabins
58 ft
Leopard
8 guests
2 crew
Built: 2013
View
36 reviews
Jetski
Jacuzzi
All Included

NALANI

Captain Nationality South African/Irish
Flag MALTA
From $79,000 / week
5 cabins
78 ft
Sunreef Yachts
10 guests
4 crew
Built: 2024
View
3 reviews

L HIPPOCAMPE

Captain Nationality New Zealand
Flag Malta
From €55,000 / week
4 cabins
100 ft
Nautor Swan
8 guests
4 crew
Refit: 2024
View
10 reviews

MAH NA MAH NA

Captain Nationality American
Flag USA
From $17,000 / week
3 cabins
43 ft
Bali Catamarans
6 guests
1 crew
Built: 2023
View
12 reviews
All Included

BAREFOOT COWBOY

Captain Nationality USA
Flag US
From $33,000 / week
5 cabins
58 ft
Leopard
10 guests
2 crew
Refit: 2023
View
24 reviews
All Included

DELANA MAE

Captain Nationality American
Flag USA
From $25,000 / week
4 cabins
50 ft
Lagoon
8 guests
2 crew
Refit: 2023
View
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