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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

29 reviews
Scuba Onboard
All Included

ADAGIO

Captain Nationality Spanish
Flag TBD
From $27,000 / week
4 cabins
51 ft
Lagoon
8 guests
2 crew
Built: 2023
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Olympus

Captain Nationality
Flag US
From $89,000 / week
5 cabins
96 ft
Selene
10 guests
Built: 2023
View
16 reviews
Jetskis: 4
Jacuzzi

MISS STEPHANIE

Captain Nationality USA
Flag Jamaica
From $135,000 / week
6 cabins
138 ft
Richmond Yachts
12 guests
8 crew
Refit: 2023
View
97 reviews
All Included

AQUANIMITY

Captain Nationality South African/Thai
Flag United States
From $24,600 / week
4 cabins
48 ft
Dufour
8 guests
2 crew
Refit: Decor Redo, November
View
15 reviews
All Included

ENDLESS SUMMER III

Captain Nationality Irish
Flag USA
From $59,900 / week
5 cabins
65 ft
Lagoon
10 guests
3 crew
Built: 2024
View
33 reviews
Booked 5 times with us
All Included

OHANA 59

Captain Nationality American
Flag BVI
From $37,000 / week
3 cabins
59 ft
Fountaine Pajot
6 guests
2 crew
Built: 2021
View
7 reviews
All Included

Elation

Captain Nationality American
Flag British Virgin Islands
From $21,000 / week
5 cabins
52 ft
Lagoon
10 guests
Refit: 2025
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
Jacuzzi

CHILLAXIN

Captain Nationality
Flag USA
From $85,000 / week
4 cabins
90 ft
Ocean Alexander
8 guests
4 crew
Built: 2021
View
88 reviews
Scuba Onboard
All Included

LE REVE L620 ESSENCE

Captain Nationality US
Flag BVI
From $42,000 / week
3 cabins
62 ft
Lagoon
6 guests
2 crew
Built: 2017
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Jetski

Chakra

Captain Nationality
Flag St Vincent & the Grenadines
From €495,000 / week
10+ cabins
282 ft
Devonport
24 guests
Refit: 2024
View
5 reviews
All Included

BERESHIT

Captain Nationality Spanish
Flag Cook Island
From $23,500 / week
4 cabins
50 ft
Leopard
8 guests
2 crew
Built: 2023
View
8 reviews
Jetskis: 2
Jacuzzi

SEA AXIS

Captain Nationality Lithuanian
Flag Bahamas
From $105,000 / week
5 cabins
125 ft
Heesen
12 guests
7 crew
Refit: 2026
View
16 reviews
Jacuzzi

JUST ENOUGH

Captain Nationality American
Flag Jamaica
From $119,000 / week
5 cabins
141 ft
Custom Built Aluminum Cutter
11 guests
Refit: 2024
View
40 reviews
Booked 7 times with us
All Included

ITHAKA

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