12 March – 20 March 2026 | $4990

Sailing from Virgin Gorda to Grand Turk via Culebra offers a mix of island-hopping and offshore sailing, making for an exciting Caribbean passage. The journey begins with a 90-nautical-mile sail westward from Virgin Gorda to Culebra, Puerto Rico, a well-protected stop in the Spanish Virgin Islands. Culebra is a great place to rest, refuel, and explore before the longer offshore leg. Ensenada Honda provides a safe anchorage, while Flamenco Beach and nearby coral reefs offer excellent snorkelling and relaxation.

Leaving Culebra, we continue west through the Mona Passage, passing the north coast of the Dominican Republic before heading northwest toward Grand Turk, a total distance of about 430 to 460 nautical miles. This offshore leg typically takes 3 to 4 days, depending on conditions. The trade winds generally provide a fast reach or downwind sail, though sailors must navigate the shifting Atlantic currents. Upon reaching Grand Turk, the first island of the Turks and Caicos, we are greeted with crystal-clear waters, pristine beaches, and a laid-back island vibe. Grand Turk serves as an excellent landfall for exploring the rest of the Turks and Caicos.

All meals on board Sea Dragon during this trip are delicious and vegetarian, with the addition of fish if we catch any along the way.

Please note that this sailing expedition requires you to be in good physical health and reasonably fit. Activities involve moderate to strenuous exertion, including extended hours awake and difficult physical environment to evolve in. We will expect you to be active for several hours daily, in all varying weather conditions and at all hours of the day & night.

If you have any medical conditions, recent injuries, or concerns about your fitness level, we strongly recommend consulting with your healthcare provider before booking. This expedition is not suitable for individuals with severe mobility limitations or certain medical conditions. Your safety and enjoyment are our priority, and we want to ensure this experience is appropriate for your physical capabilities. Please contact us should you have any questions or concerns before booking.

Trade Winds and Turquoise Dreams

Trade Winds and Turquoise Dreams

KEY POINTS

  • Distance: 550 nautical miles
  • Cost: $4990
  • Date: Mar 12 – Mar 20, 2026 (9 Days, 8 Nights)
  • Start: Virgin Gorda Yacht Harbour, Virgin Gorda Island, British Virgin Islands
  • End: Grand Turk Cruise Terminal, Grand Turk Island, Turks and Caicos

For more details on the trip, please explore the drop down menus at the bottom of the page.

Tentative Itinerary

Day 1: Arrive Virgin Gorda Yacht Harbour
Arrive at Sea Dragon between 1500-1700.

Day 2: Boat/safety briefings
We’ll spend part of the day going through boat/safety briefings, getting well orientated with Sea Dragon.

Days 3-4: Setting sail for Culebra
Sailing from Virgin Gorda to Culebra is a 90-nautical-mile passage that benefits from steady trade winds, making for an enjoyable sail with a mix of open-water navigation and scenic island views along the way. Culebra offers a relaxed atmosphere with excellent snorkelling and stunning beaches like Flamenco Beach.

Days 5-8: Let’s go sailing!
We’ll leave the beauty of Culebra and head onwards to Grand Turk. This is an offshore passage of approx. 430nm taking around 3-4 days depending on weather conditions. One of the best parts of the 3-4 day passage is witnessing stunning sunrises and sunsets, with vivid oranges, pinks, and purples painting the sky, casting a golden glow over the turquoise waters, and creating a tranquil atmosphere as we sail north. If we’re lucky, we may spot humpback whales on their annual migration as they make their way south to the warm waters of the Dominican Republic. We’ll arrive in Grand Turk for a well-earned rest and a chance to explore the local sights and attractions.

Day 9: Departure Sea Dragon
Plan to depart the boat by 0900.

Trade Winds and Turquoise Dreams

Trade Winds and Turquoise Dreams

The deposit is only $500. It’s non refundable if you back out, but if we cancel or modify the trip we are happy to return your money or apply it to a different voyage.  Please review the Crew Contract for full details of this trip. The remaining balance is due 60 days before the trip begins.

If you have any questions or queries please get in contact via the “Contact Us” page below. You can also schedule a call with us too.

Contact Us


What's Included
Contribution Includes:
– 8 nights accommodation on Sea Dragon
All meals (vegetarian), snacks, and drinks on board
– Sailing Instruction
– Safety equipment and foul weather gear

Contribution does not include:
– Transportation to or from Virgin Gorda Yacht Harbour, British Virgin Islands or Grand Turk Cruise Terminal, Turks and Caicos
– Additional nights spent ashore
– Personal expenses while in port

Packing List

It will be warm and the sun will be strong! Take a look at our Tropical packing list.

Travel Details

Virgin Gorda Airport is a 5 min taxi ride away from Virgin Gorda Yacht Harbour. The main access airport for the British Virgin Islands is Terrance B Lettsome International Airport located on Beef Island. From Beef Island there is a 20 minute ferry across the water to Virgin Gorda Island.

Providenciales is home to the main international airport serving Turks and Caicos, with a quick 30-minute domestic connecting flight to Grand Turk.

All Crew members are responsible for their own passports and any necessary visas. You must have at least 6 months remaining on your passport beyond our arrival in BVI.
Please look into the specific type of visa you need for arriving at these destinations by sea, or contact us directly to discuss.

Boat Tour

Your Crew
TBA