Skip to content
Menu
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

24 reviews
Booked 9 times with us
All Included

Bavarian Bliss

Captain Nationality Croatian
Flag USA (BVI Reflagging in process
From $20,000 / week
4 cabins
48 ft
Bali Catamarans
8 guests
2 crew
Built: 2023
View
All Included

Athena

Captain Nationality USA
Flag USA
From $32,000 / week
5 cabins
50 ft
Lagoon
10 guests
2 crew
Refit: 2022
View
8 reviews
Jetskis: 2
Jacuzzi

SEA AXIS

Captain Nationality Russian
Flag Bahamas
From $105,000 / week
5 cabins
125 ft
Heesen
12 guests
7 crew
Refit: 2026
View
Booked 5 times with us
All Included

ESPERANZA II

Captain Nationality British
Flag USA
From $24,000 / week
4 cabins
50 ft
Lagoon
8 guests
2 crew
Built: 2020
View
Jetskis: 2
Jacuzzi

OUTTA TOUCH

Captain Nationality South African
Flag Jamaica
From $60,000 / week
4 cabins
105 ft
Intermarine Savannah
8 guests
5 crew
Refit: 2022
View
116 reviews
All Included

OCEAN VIBES

Captain Nationality South African
Flag Cayman
From $73,000 / week
4 cabins
75 ft
Sunreef Yachts
8 guests
3 crew
Built: 2020
View
All Included

TRIWING CARIDA – Caribbean

Captain Nationality
Flag Croatia
From $38,500 / week
5 cabins
55 ft
Lagoon
10 guests
Built: 2023
View
Jetski
Jacuzzi

ARTEMIS

Captain Nationality Australian
Flag Jamaica
From $175,000 / week
6 cabins
150 ft
Christensen
12 guests
9 crew
Refit: 2022
View
57 reviews
Scuba Onboard
All Included

JUSTIFIED HORIZONS

Captain Nationality Irish
Flag BVI
From $57,000 / week
5 cabins
65 ft
Lagoon
10 guests
3 crew
Built: 2021
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

La Désirade

Captain Nationality French
Flag France
From €59,997 / week
4 cabins
78 ft
Lagoon
9 guests
Built: 2025
View
23 reviews
All Included

ESCAPADE

Captain Nationality South African
Flag Jamaica
From $33,000 / week
5 cabins
54 ft
Bali Catamarans
9 guests
2 crew
Built: 2023
View
Jacuzzi

MAMMA MIA

Captain Nationality Argentinian
Flag Jamaican
From $95,000 / week
5 cabins
120 ft
Benetti
10 guests
Refit: 2022
View
All Included

SASHALON

Captain Nationality South African
Flag South African
From $26,000 / week
3 cabins
50 ft
Leopard
6 guests
2 crew
Built: 2023
View
60 reviews
Scuba Onboard
All Included

RIPPLE

Captain Nationality American
Flag USA
From $33,000 / week
4 cabins
62 ft
Lagoon
8 guests
3 crew
Refit: 2023
View
◆ Begin a brief

Tell us the week you have in mind.

We respond within four hours during business hours, with yacht options matched to your guests, dates, and destination.