Sailing instruction in the British Virgin Islands with expert Captain Josh Rundle, November 30 to December 7.

British Virgin Islands Instructional Charter

Nov 30 – Dec 07, 2025

Curious about sailing vacations? Wonder what it takes to do it yourself? Come to the western hemisphere’s greatest cruising grounds, the British Virgin Islands! Over the course of the week, you, your guest, and other sailing students will run the boat under the guidance and instruction of Capt. Josh Rundle.

Cabins are available! Book soon.

About the BVI Instructional Charter

Each day we will sail to a new location and spend 3-4 hours under sail or maneuvering under power. We will get plenty of practice docking, mooring, anchoring, maneuvering in tight marinas, navigating narrow channels, and much more. What’s the fun of flying to the BVIs of you don’t spend some time exploring the area, both on land and below the water. We are very experienced and knowledgeable about the offerings of each island and will be sure to guide you to the best of the best:  hikes, snorkeling, free diving, SCUBA, beach bars, and restaurants.

Who – Expectations

All levels of sailors are welcome to join! Instructional Charters are perfect for people (a) just starting out and taking a first step towards bareboat, (b) bareboat students uncomfortable with their “first charter”, (c) experienced sailors wanting to have fun while brushing up on skills, and (d) really anyone wanting to learn and actively participate while on a sailing vacation. Also, your guests are welcome!

  • This is ‘experiential’ training that blends private instruction with a real-world charter and sailing vacation. Simply, this is vacation + instruction + having fun.
  • This is not an intensive certification or licensing course! We’re going to work instruction into much of what we do, but our goal is to have fun doing it!
  • Your guest (partner, friend, etc…) can participate or just enjoy the ride. We prefer that your guest is an active participant; that’s part of the fun!
  • Certification, SLC Licensing, and endorsements may be available. It really depends on your prior experience, coursework, and training – contact Josh to discuss further.

Dates

  • Sunday November 30 – Sunday December 07, 2025
  • Starting/ending location will be the British Virgin Islands, Road Town, Tortola

Costs

Pricing is by the cabin, whether single or dual occupancy (each cabin is big enough for 2 people).

  • $5,100 per cabin
  • $500 for provisions (based on dual occupancy). Provisions include all the food on board (except alcohol).
  • Each cabin includes its own head and shower. 6 guests, one captain, one first mate. Three cabins are available. Two people per cabin.
  • Meals include continental breakfast and light lunches. No alcohol on board until the hook is down and the cocktail flag is hoisted!
  • Dinners ashore are the responsibility of the individual, not included in berth or provisions cost.
  • All transportation to-from the BVI’s and ashore is the responsibility of the individual.
  • Individual extracurricular activities may incur additional costs. Note – that’s something that we can discuss and plan ahead for!

Why Sail and Train in 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
  • Short sails with consistent trade winds and line of sight navigation
  • Pirate history
  • Mix of relaxation and adventure
  • Snorkeling, hiking, and nature abound
  • Stunning beaches
  • Delicious Caribbean drinks
  • Photographs of your adventure that will last a lifetime
  • Great sailing for both new sailors and experienced sailors
Turquoise waters and sailboats in paradise, showcasing Josh Rundle's premier sailing lessons and charters.

Contact us to get started

Contact Capt. Josh Rundle to schedule training, certification, and licensing, or charter and sailing vacations. Certainly feel welcome to contact Capt. Rundle with any questions on achieving your sailing goals.

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