13 March – 23 March 2026 | $4990
Sailing from Tortola to Dominican Republic via Culebra offers a mix of island-hopping and offshore sailing, making for an exciting Caribbean passage. The journey begins with a short overnight anchorage to get a feel for Sea Dragon, before heading to Culebra on a 40nm passage. 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, before making landfall 350nm later in the Dominican Republic. Sailing into the Dominican Republic is not just a physical journey but also a cultural shift, as we transition from the English-speaking Caribbean to a Spanish-speaking country rich in history, music, and cuisine. Whether exploring the colonial charm of the island, relaxing on the pristine beaches, or preparing for further Caribbean adventures, arriving in the Dominican Republic marks the completion of an exciting and memorable offshore passage.
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.
KEY POINTS
- Distance: 400 nautical miles
- Cost: $4990
- Date: Mar 13 – Mar 23, 2026 (11 Days, 10 Nights)
- Start: Soper’s Hole Marina, Tortola, British Virgin Islands
- End: Ocean World Marina, Dominican Republic
For more details on the trip, please explore the drop down menus at the bottom of the page.
Tentative Itinerary
Day 1: Arrive Soper’s Hole Marina
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.
Day 3: Exploring the BVIs
We’ll take the opportunity to do some exploring within the BVIs to see what incredible beaches and anchorages we’re able to find! Giving us a taste of sailing before heading off to Culebra.
Days 4-5: Setting sail for Culebra
Sailing from one of the smaller BVIs to Culebra is approx a 40-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 6-10: Let’s go sailing!
We’ll leave the beauty of Culebra and head onwards to the Dominican Republic. This is an offshore passage of approx. 350nm 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 Dominican Republic for a well-earned rest and a chance to explore the local sights and attractions.
Day 11: Departure Sea Dragon
Plan to depart the boat by 0900.
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
– 10 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 Soper’s Hole Marina, Tortola, British Virgin Islands or Ocean World Marina, Dominican Republic
– Additional nights spent ashore
– Personal expenses while in port
It will be warm and the sun will be strong! Take a look at our Tropical packing list.
Terrance B Lettsome International Airport is a 45 minute taxi ride from Soper’s Hole Marina.
Punta Cana International Airport in the Dominican Republic is a 5hr30m drive from Ocean World Marina. The best way to get to Ocean World Marina is via transfer or car hire. Alternatively, Puerto Plata Airport is located 50 minutes away from Ocean World Marina and has flights from Atlanta, Fort Lauderdale, Miami, New York to name a few.
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.
