Upcoming Adventures

dreams are real

Experience the world from a sailboat. Sail turquoise waters from one island to the next. Feel the warmth of the trade winds. Dinghy or swim to beautiful white sand beaches. Meet local people and experience their culture. Explore coves and bays only accessible by boat. Forget what day it is. Develop lifelong friendships.

Make your dreams come true and join a DC Sailing Community bareboat sailing charter. Find out how it works!

    • British Virgin Islands, Feb 2016 (1 boat)

    • British Virgin Islands, Feb 2017 (2 boats)

    • Chesapeake Bay, May 2017 (1 boat)

    • Abaco’s, Bahamas, 2018 (4 boats)

    • St Martin/Anguilla/St Barths, Feb 2019 (8 boats)

    • San Juan Islands, Pacific Northwest, Sept 2019 (1 boat)

    • The Grenadines, March 2020 (6 boats)

    • Chesapeake Bay, Oct 2020 (1 boat)

    • Seychelles + Kenya Safari, Aug 2021 (5 boats)

    • British Virgin Islands, March 2022 (7 boats)

    • Belize, March 2023 (6 boats)

    • Tahiti, Oct 2023 (1 boat)

    • Exumas, March 2024 (7 boats)

    • Balearic Islands + 37th America's Cup, Barcelona, Spain, Sept 2024 (4 boats)

    • Thailand, February 2025 (8 boats)

    • Sicily, Sept 2025 (3 boats)

February 21, 2026

Venue:
British Virgin Islands

The cruising capital of the world, the BVI provides stunning sailing conditions, beautiful anchorages and a party atmosphere like no other!

Learn more

September 5, 2026

Venue:
Croatia

Join us in the Adriatic as we take in the perfect mix of pristine nature, rich history, and vibrant local culture of Croatia’s northern islands

Check back soon for details

February 20, 2027

Venue:
La Paz, Mexico

The sun-kissed beaches, azure waters, and vibrant culture of the Baha coast awaits us!

Check back soon for details

September, 2027

Venue:
Society Islands, French Polynesia

Join us for a very special flotilla as we celebrate 10 years of DCSC cruising adventures. We’ll explore the crystal clear waters and volcanic landscapes of this stunning archipelago, north of Tahiti, and will follow our sail with a swim with Humpback Whales!

Check back soon for details

Cruising Gallery

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