top of page

Caribbean Sailing Vacation FAQ's

Road Town, Tortola, British Virgin Islands

Exact meeting location will be determined closer to your charter date.

If you arrive early, you can keep your luggage at the front desk and enjoy the marina amenities (which include a restaurant, hotel, gift shop, provisioning store, shower/toilets, rental shops for water sports and portable entertainment products, laundry, car rental, post office and bank ATM. Once everyone has arrived, we will host an orientation detailing safety aboard and boat features. Please text your captain if you have any travel delays. We recommend ensuring connectivity to a messaging service such as iMessage, Whatsapp, or SMS until you reach the boat.

On your final day, we arrive back at the marina and check out by noon. If you choose to end your charter in the USVI, check out is 9am.



There are two ways to get to Tortola:

1. Fly to Tortola’s Beef Island Airport; take taxi to the base. Taxi service available from the airport to the base - approx. 30 minutes. 

2. Fly to St. Thomas and take the one of the available ferries into Road Town, Tortola (the Roadtown Fast Ferry or one of the government run ferries). We recommend the Road Town Fast Ferry for convenience. 
Toll free (866) 903 3779 or (866) 90 FERRY, In Tortola call 284-494-2323.

Cost: $100.00 adult round trip including taxi to and from St Thomas to Road town and back no stops - or $60.00 round trip, excluding taxi.
St. Thomas Port Tax: A $10 Port Tax is required for anyone leaving St. Thomas traveling to Tortola. This can be paid in cash at the Ferry desk upon check in.

A valid passport (for each passenger) is required for travel in the BVIs. Expiration date must be no earlier than 6 months after your planned return. It is the responsibility of each individual to ensure relevant visas are obtained where necessary. U.S. citizens are issued a tourist visa at the airport passport control for a $15 tariff payable in cash only (USD are accepted). Your passport name must match the name on the flight ticket otherwise you may not be able to travel and insurance may be invalid.

*Please note country entry/exit and vaccination/immunization requirements can and do change. Sail Montauk is not accountable for these requirement changes and we advise visiting your Embassy’s website for full details.


US Dollars and US travelers checks are used throughout the BVIs.
Visa and MasterCard are also accepted in most places.
ATMs can be found in Road Town, but it is recommended that you travel with the necessary cash. Travelers preferring to travel with traveler's checks can cash them at most banks in Road Town.


The British Virgin Islands bask in a tropical maritime climate. Rainfall is moderately low for tropical islands. Scattered showers are common throughout the year, but all day rain is very rare. There is little seasonal variation in temperature ranging in the 80s during the day and the 70s during the evening. Brief rain showers can be frequent so please bring a light raincoat. Wind speeds vary throughout the year from 5-20 mph.


Sail Montauk stocks each boat with healthy, fresh and flavorful local foods and
Provisioning package includes:
◦ Breakfast and Lunch daily. Dinner will be cooked on board 2-3 nights, depending on the group’s preferences. Bottled Water and soft drinks also included.
Cooking Aboard: Passengers and crew can cook family style aboard; cooking enthusiasts and foodies are welcomed to add their skills and experience. Sail Montauk skippers and crew are all talented cooks and will prepare meals as well. Groups may choose to dine out more times than scheduled if they choose.
Dietary Restrictions: Important to notify your Sail Montauk representative of any dietary restrictions ahead of time.
*We will have plenty of food to satisfy you for your trip. However, if there are special foods that will make you feel more comfortable for the duration of your trip, please pack or purchase in advance.



◦ Recommended spending for the week, $300 - $500 per person, varying on your spending habits.
◦ Additional food/beverages you may want including alcohol or extra snacks.
◦ All on shore expenses including meals and drinks.

◦ Flights and transportation to and from the marina location. ◦ Tipping captain and crew is welcomed and appreciated.





Life aboard a Sail Montauk journey is uncomplicated so we recommend packing appropriately. Collapsible bags in place of large rigid suitcases are advised for ease of transport on and off the boat. Island attire is very casual at all times so we recommend packing light and embracing the simple life.

◦ light rain coat / wind jacket
◦ boat shoes or other non-slip shoes
◦ hat / sunglasses / sailing gloves (optional)/ sun screen

◦ warm clothes / fleece - just in case
◦ swim / beach towels (bath towels are provided)
◦ games
◦ iPod/music player
◦ camera
◦ books
◦ any special dietary foods or medications
◦ toiletries


Although the accommodations differ from a hotel or a cruise ship you will quickly see the advantages of traveling on a sailing vessel as we visit hard to reach port towns and row ashore on abandoned beaches. Living space inside a sailboat is compact but comfortable. Cabins have small closets and cubbies for your belongings. Each boat has multiple heads (bathrooms) and showers. They are small, but you will become accustomed to them in no time. Boats have a full galley (kitchen) and dining table below, but most meals will be set on a table in the cockpit on deck. All boats have refrigeration, 12 volt DC electricity (like in a car), stereos, and other amenities all fit together efficiently in the space available. Inquire directly about additional amenities for specific boats.


In the BVI, 110/60 volts AC, 60 Hz are standard US 2-pin plugs used. The boat will be equipped with power cables and 110V plugs. Yachts must be hooked into shore power or generator to use the boat outlets for chargers, computers, etc. There are a 12V outlets and wifi is optional.


You should ensure you do not have a medical condition that will interfere with the traveling and itinerary of a Sail Montauk journey. It is required to inform the Sail Montauk of any medical conditions ahead of time to ensure your safety and the safety of the passengers around you. Passengers should be physically able to climb ladders and board on and off the boat into a dinghy and on to docks.


There are a variety of seasickness and nausea medications, please research before you travel and purchase the necessary medication. Your captain has many tricks to minimize the likelihood of seasickness, but we advise checking with your usual healthcare professional before travel. 


If your would like to secure your trip, we recommend taking out additional travel insurance through "Travel Guard": 

bottom of page