2025 British Virgin Islands Flotilla

March 15th – 23rd, 2025 | Hosted by NauticEd

Known as the sailing vacation capital of the world –for good reason—the British Virgin Islands (BVI) are a picturesque group of islands in the Caribbean that check off all the elements of what makes a perfect Caribbean sailing vacation – ideal tropical weather, consistent winds, stunning islands, line of sight navigation, abundant nature, and as much relaxation or beach party adventure spots as you desire.

2025 British Virgin Islands Flotilla Overview


Saturday, March 15th (6pm) – Saturday, March 23rd (11am), 2025.
(first night in the marina and head out on Sunday morning)


We welcome all, sailors and non-sailors alike.

NauticEd team members will lead the flotilla including

  • Grant Headifen: Director of Education, Instructional Skipper on a luxury Catamaran

Boats and Costs

The NauticEd flotilla will offer a variety of Sunsail/Moorings monohulls and catamarans. You must book the boat through NauticEd Sailing Vacations (same price as direct)


(1) Private boat (monohull or catamaran) (rent the entire boat and fill it with friends and family)

  • bareboat (you skipper)
  • with optional skipper
  • with optional NauticEd Instructional Skipper

Bareboat (you skipper): Costs vary by boat and amenities.  Additional costs include flights, provisioning, mooring fees, water toys, re-fueling at the end of the charter, and cruising tax which is around $30 per person for the week. We charge a $250 per cabin flotilla fee.

  • Monohulls start at around $9000 for a 41-foot (3 cabin – 6 pax) (1-3 yr age)
  • Catamarans start at around $16,000 for a 45-foot (4 cabin – 8 pax)

Skippered: Add $1820 for the cost of the Skipper to the above

(2) By the Cabin –  (Instructional) Skippered.  

  • Details and costs coming soon

More about this Flotilla?

If you’re looking to gain some experiential training, then this is a great opportunity to hang with the best of the best trainers including hearing from NauticEd’s Owner and Global Director of Education – Grant Headifen.  We say “light instruction” because – this is a vacation but with that comes gaining the experience of what a sailing vacation offers and some how-to’s when operating a boat on such a vacation.

Those who are competent skippers bringing their crew for family and friends are certainly welcome and encouraged to join the comradery. Or, those that want to just hang back and get captained around with their feet up in the hammock – we have a place and a captain for you as well.

The 2025 British Virgin Islands Sailing Flotilla is a casual flotilla without a ‘theme.’ This is NOT an adult-only flotilla, a party yacht week, or a flotilla focusing solely on hiking or wines or yoga. We’re laid back and run our flotillas that way. Of course, you’re welcome to explore as you see fit. There is a no ducks-in-a-row mentality; a flotilla offers you independence with peace of mind as well as fun and camaraderie with other flotilla sailors.

Learn more about what is a sailing vacation and a sailing flotilla … >

Why Sail the BVI?

  • Easy to get to (fly into St Thomas and ferry to BVI (Tortola) or fly into Puerto Rico/BVI’s Beef Island)
  • Sailing Capital of the World
  • Pirate history
  • Mix of relaxation and adventure
  • Snorkeling, hiking, and nature abound
  • Short sails with consistent trade-winds and line of sight navigation
  • Stunning beaches
  • Delicious Caribbean drinks
  • Photographs of your adventure that will last a lifetime
  • Great sailing for both new sailors and experienced
  • Crew on a sailboat

Come Join NauticEd in the British Virgin Islands

BVI Flotilla Sample Itinerary

This interactive map is a typical sample itinerary we have put together. More than likely we will do Itinerary #6. The route taken during the week will depend on prevailing and current weather. Tap the top left slider icon to see different routes. Note that Long bay on Night 1 is exposed to a westerly swell – if such conditions exist we will reposition into North Sound.

More about the BVI

Check out our BVI charter recap


Can’t Make it this Time?

Can’t make the flotilla, but want to sail the BVI—let the agents at NauticEd plan your perfect BVI sailing vacation. We know the area, we know the good companies (and the not so good). We don’t charge you a fee and you get our expertise. Inquire about a vacation in the BVI

Want to go somewhere else?

We are location experts. Chances are … we’ve been there!  Mediterranean, Pacific, Caribbean, Asia, ‘Stralia Mate’, Indian Ocean, and many more! Inquire about a different sailing vacation

Other Flotilla Opportunities?

Check out our other flotillas

What is Experiential Learning or an Instructional Skipper?

Learn how to learn in a vacation environment

Search for a topic.
My vision for NauticEd is to provide the highest quality sailing and boating education available - and deliver competence wherever sailors live and go.
Grant Headifen
Tags: , , , , ,
Last updated on March 27th, 2024