Sail the beautiful waters of the British Virgin Islands as we hop from island to island, enjoying the excitement of the Trade Winds and tropical waters. Sail with a flotilla of boats through this world renowned cruising area, experiencing what it's like to crew aboard beautiful 40 to 50 foot yachts fully equipped with luxury amenities. Friendly races, snorkeling and hiking by day, pot luck dinners and cocktails at sunset, join us for a week you'll never forget.
Prices start at $1,795 per person.
Prices vary depending on boat availability through our subsidiary charter company.
Contact us for custom trips!
Overview
Sail the beautiful waters of the British Virgin Islands as we hop from island to island enjoying the excitement of the Trade Winds and the tropical waters. Experience what its like to crew aboard beautiful 40 to 50 foot sailboats fully equipped with luxury amenities. We sail with a flotilla of 4-5 boats through this world renowned cruising area. Friendly races, snorkeling and hiking by day, pot luck dinners and cocktails at sunset, your week will be full of exciting activities.
We depart from Tortola and sail to a new island paradise each day, stopping along the way at secluded islands and attractions. In the evenings, we will anchor or stay on a designated mooring and dinghy to shore for food and drinks at some of the most famous sailor bars in the Caribbean. Islands we will be visiting include Tortola, Jost Van Dyke, Virgin Gorda, Cooper Island, Norman Island, Peter Island, Beef Island, and more!
Accommodations
All boats are brand new Beneteau Monohulls and & Catamarans. sailboats fully equipped with luxury sleeping and dinning accommodations. Most boats will have between 3 to 4 sleeping cabins that sleep 2 people, along with 2 to 4 heads with comfortable showers. Partial food provisioning is included in the price and all additional food and beverages will be purchased in Tortola, once crew has arrived day of departure.
All customers are responsible for their own airfare.
Terms and Conditions
Boats are not confirmed until they have full crew! Sail Montauk will not charge your credit card until your boat is full and is confirmed by our subsidiary chartering company. Once we confirm with you and charge your credit card, your entry fee will be non-refundable. If you cannot make it for some reason you may fill your space with a fellow sailor. Do not book your travel arrangements until we confirm that your boat is full.
DAY 1
Your sailing vacation begins in Road Town, Tortola . With plenty to do here, this vacation starts before you even step foot on a boat! Sailors will make their way to Moorings charter boat base on their own, arriving early to explore the island**, or heading right to the pool bar. We board our boats at 6PM, settle in, and enjoy cocktail hour while getting to know the rest of the group.
DAY 2
With everyone rested and ready to go, we will depart from Tortola in the morning and head for The Indians for some must see snorkeling, then continue on to anchor at Norman Island. Once weve arrived, groups can venture into The Caves (made famous in R.L. Stevenson's novel, Treasure Island) or hike up behind Pirated Bight.Well have a pot luck dinner aboard one of the boats, followed by drinks at the ever popular, William Thornton Floating Bar and Restaurant (affectionately known as the Willy -T).
DAY 3
Now that you've got your sea legs, we'll hop to Peter Island and anchor at Dead Mans Bay for a swim. Grab some snorkel gear and keep an eye out for sea turtles. If youre interested in a more advanced dive, we can set up an excursion to the Wreck of the Rhone . Lunch on the boat, or hit up the buffet an the beach bar before we set sail for Cooper Island. Once we've moored, snorkel around the coral reefs or relax on the golden sands. at 7, we'll have a surprise happy hour, and it could be on your boat!
DAY 4
On our biggest jump yet, well head our for Virgin Gorda and The Baths in the morning. Well spend the first part of the day picnicking on the grills and exploring the amazing rock formations. After lunch, well set off for the north of the island, and anchor at the Bitter End Yacht Club for the night.
DAY 5
Well spend the morning exploring Prickly Pear Island . A big sailing day, we'll follow that with a friendly race through The Dogs . Anchoring in Trellis Bay , well relax check out The Last Resort restaurant and cabaret, with great food and after dinner shows.
DAY 6
Sailing along the north side of Tortola, well stop at Sandy Cay for snorkeling and beautiful island views. Continuing on to Jost Van Dyke , we will anchor for the night and head to shore for Foxy's world famous bar.
DAY 7
The next morning we'll be up and out, heading back to Tortola. The week has flown by! Docking the boats back in Road Town at noon, sailors begin to disburse, further exploring the island or heading home. Some sailors will choose to relax at the pool, extending their stay in the BVIs.
*Please note: All flotilla routes shown are subject to change depending on weather conditions and the number of boats in the flotilla. Routes remain at the flotilla lead skipper's discretion.
**External excursions are not included, and may cost extra.
Fly into San Juan airport and hopa a flight directly into Road Town.
Fly into Saint Thomas Airport and take the ferry over to Tortola.
Main Street itself is a treat and deserves a special tour. Crammed into the base of a hillside, the original flat land before much of the harbour was filled, its historic character is evident from the many older wood frame structures (predating modern hurricane-resistant techniques), such as the Jewelry Box above, often with traditional red tin roofs and Victorian trim. The narrow confines of the street, together with the jumble of cars, many pedestrians and West Indian style buildings, lends Main Street its charm.
Getting There
The traditional way to tour the Main Street shops is to start from down around the ferry. From the ferry itself, walk across Waterfront Drive, across the Plaza and turn right.
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All boats are brand new Beneteau Monohulls and Lagoon Catamarans fully equipped with luxury sleeping and dinning accommodations. Most boats have between 3 to 4 sleeping cabins that can sleep 2 people, along with 2 to 4 heads with comfortable showers. Partial food provisioning is included in the price and additional food and beverages can be purchased on Tortola when the crew has arrived.
Pricing is per person, double occupancy.
*We will try to accommodate individuals where possible. Those who register as singles should expect to share a cabin.
Customers are responsible for their own airfare.
Does not include additional excursions.
Sail Montauk LLC
Phone: 631-522-5183
Email: sailmontauk_gmail.com
Write: PO Box 654 Montauk, NY 11954
Boats are not confirmed until they have full crew! Sail Montauk will not charge your credit card until your boat is full and is confirmed by our subsidiary chartering company. Once we confirm with you and charge your credit card, your entry fee will be non-refundable. If you cannot make it for some reason you may fill your space with a fellow sailor.
What is you cancellation policy?
Once we confirm with you and charge your credit card, your fees are non-refundable. If you cannot make it for some reason you may fill your space with another sailor.
What is the best way to get to Road Town?
There are several ways to get to Road Town, Tortola. You can fly into San Juan and take a small plain into the Road Town airport, or Fly to St Thomas and get to road town on the ferry.
Will I need my passport?
Yes, you will. The following measures are to be adhered to by all non-British Virgin Islanders entering the Territory*: Bona fide visitors may be granted entry for up to one month at the ports of entry, provided that they possess return (or ongoing) tickets, evidence of adequate means of support and pre-arranged accommodations during their stay. Visitors wishing to stay longer will need to apply for an extension.
From North America: U.S. citizens travelling by air to Canada, Mexico, the Caribbean and Bermuda must present a passport or other WHTI-compliant documentation to enter or depart from the United States.
Canadian Citizens: a passport is preferred however you may also use an original birth certificate accompanied by a valid photo ID such as a driver's license.
* SUBJECT TO CHANGE , be sure to check with the US Department of State or relevant office in your country for the most up to date information.
