Blue Dot Voyages – Sailing PILAR offers Catamaran Sailing Charters where the focus is on learning to sail a catamaran on our Leopard48 on overnight trips – coastal cruises, blue water cruises and ocean crossings for the brave! We also produce catamaran sailing, destination travel and educational content on our blogs, videos, social posts and emails. Our rates are extremely reasonable. Comparable charter boats will run you $25000 and more.
Fall 2025/Winter 2026 Sailing Charter Opportunities
Sail from Charleston to Bermuda – November 1, 2025. The trip will take between 5-7 days and nights. We will then stay in Bermuda for a week. Earn some off shore blue water sea miles for your sailing certificates or captain’s license. Join us for sailing only or add the option to stay in Bermuda for vacation time as you wish. BOOKED!
Sail from Bermuda to St. Martin/ St. Barts/Anguilla/ St. Kitts – November 15, 2025. The 900 mile trip will take between 5-7 days and nights. Earn some off shore blue water sea miles for your sailing certificates or captain’s license. $2350 single in one cabin/head. $2850 double in one cabin/head. We will then stay in St. Martin for two weeks. Join us for sailing only or add the option to stay in St. Martin for vacation time as you wish. INQURE NOW
Sailing from St. Kitts to Virgin Islands – 150 miles – December 2025. INQURE NOW
Sailing around Virgin Islands – BVI/ USVI/ St. Thomas/ St. Croix – December 2025 – January 2026 Christmas in the Virgin Islands anyone? This will be pure bikini sailing! INQURE NOW
Sail from Virgin Islands to Puerto Rico to Turks & Caicos – February 2026. INQURE NOW
Sail from Turks & Caicos to Bahamas – March 2026. INQURE NOW
Sail from Bahamas to Florida Gulf Stream Crossing Experience – April 2026. INQURE NOW
ATLANTIC CROSSING – Sail from France to Canary Islands to Antigua – November 2026. INQURE NOW
Sail from BVI to Panama – December 2026. The trip will take between 7-9 days and nights. We will then be cruising around Panama through January. Join us for sailing only or add the option to cruise Panama for vacation time as you wish. Depending on the weather, we may stop in Santa Marta Colombia, staying at the marina there until the next best sailing wind to head to Panama. INQURE NOW
Central America Coast – February to June 2027 – Costa Rica, Roatan, Belize, Mexico – Join us as we sail and explore the Central America coast. You pick the dates or the location – we will plan the rest. INQURE NOW
Follow our Sailing Track Here
Map Key
- White line shows our voyage path (starts in SC)
- Red dot is where we are currently.
- Use the + and – signs to adjust map size.
Sailing PILAR – Recent Sail Logs and Videos
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Massachusetts and Rhode Island Sailing Adventure
Fair Winds & Foul Tides: A New England Passage With the fall equinox closing in on our stern in August 2023, we cast…
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Sailing Maine
Did you know Maine has over 4600 islands to explore? Sailing around those islands is a challenge. Not only do you have lobster…
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Bahamas 2025
We spent Winter 2025 exploring the Bahamas in PILAR. Our journey took us from Biscayne Bay Florida to Bimini Bahamas, where we checked…
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