Upcoming Events

All
Online Classes
Seminars
Luxury Charters
Flotillas
Race Weeks
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SEP 2023

Dalmatian Islands, Croatia

Join our most popular itinerary in Croatia with visits to islands like Hvar, Brac, and Vis.
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OCT 03 • 4:30 PM (PT)

Zero to Full-Time Cruiser

An online class based on the Sailing La Vagabonde cruising guide featuring lessons learned from over 9 years at sea.

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OCT 10 • 4:30 PM (PT)

Southern Caribbean Cruising Guide

Navigate the ins and outs of sailing in the Southern Caribbean from the authors of the region's best-selling sailing guides.

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OCT 14 • 9 AM • ANNAPOLIS, MD

Cruising Essentials Seminar

Learn in-depth practical knowledge of extended cruising in this interactive, live seminar.
 
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OCT 14 • 1 PM • ANNAPOLIS, MD

How to Buy A Cruising Boat

An in-person seminar about the ins and outs of boat buying and insurance in today’s market.
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OCT 17 • 4:30 PM (PT)

Starting Strategy & Tactics

An online class to help you make order out of the chaos and get consistently good racing starts.

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Oct 2023

Discover St Vincent - Luxury Sail & Stay

Unwind in one of the most picture-perfect destinations boasting over 30 stunning paradise islands and cays.

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OCT/NOV

Racing Strategy, Tactics & Rules

In this series of 4 classes, Bill Gladstone teaches the strategy & tactics you need to turn your speed into a podium finish.

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NOV 07 • 4:30 PM (PT)

Upwind Strategy & Tactics

Learn the fundamentals, including how to predict wind shifts, and how to make gains while minimizing losses.

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NOV 14 • 4:30 PM (PT)

Downwind Strategy & Tactics

Explore reaching and running strategies and tactics and learn techniques for finding elusive downwind wind shifts.

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NOV 28 • 4:30 PM (PT)

Marks, Finishing, and Rules

The final session of Racing Strategy, Tactics & Rules covers mark roundings, how to finish, and racing rules.

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DEC 2023

British Virgin Islands, Caribbean

Discover why the “Christmas Winds” make December in the BVI a sailing mecca!

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DEC 2023

British Virgin Islands, Caribbean

Sailing in paradise is a dream and Spinnaker Sailing not only makes it possible but makes it easy.

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FEB / MAR / APR 2024

Virgins Islands / Florida / Texas

Master racing trim, helming, and boat handling with experienced coaches onboard high-performance sailboats.
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JAN 2024

Islands of Belize

Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.
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FEB 2024

St Thomas, VI

Master racing trim, helming, and boat handling with experienced coaches onboard high-performance IC-24 sailboats
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Feb 2024

Tahiti, French Polynesia

Those who fly into the islands and stay at hotels experience only a part of the magic of these islands.

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FEB 2024

British Virgin Islands

Discover the beauty of the British Virgin Islands while enjoying the spaciousness, speed, stability, and shallow draft that catamarans offer.

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MAR 2024

St Thomas, VI

Master racing trim, helming, and boat handling with experienced coaches onboard high-performance IC-24 sailboats
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MAR 2024

St Petersburg, FL

Master racing trim, helming, and boat handling with experienced coaches onboard high-performance J/70 sailboats
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Apr 2024

Paraty, Brazil in South America

Sail in pristine waters along the coast lined with tropical rainforest and white and golden sandy beaches.
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Apr 2024

Austin, TX

Master racing trim, helming, and boat handling with experienced coaches onboard high-performance J/80 sailboats
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APR 2024

Islands of Belize

Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.
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MAY 2024

Islands of Belize

Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.
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MAY 2024

Explore Croatia aboard Cataleya

A week-long cruise of Croatia onboard a fully crewed luxury yacht.
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MAY 2024

Amalfi Coast, Italy

Join this amazing flotilla and explore the beautiful coastline of Italy and enjoy the local cuisine and culture.
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Jun 2024

Greece and The Aegean Sea

Sail with us on the Magical Aegean Sea, visit ancient ruins and old castles, and taste the real Greek Mediterranean diet.

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Jun 2024

Greece and The Ionian Sea

With its scenery, quaint towns, rich culture, hospitable people and ideal sailing conditions, this should be on every sailor’s bucket list!
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Jun 2024

Victoria & the Gulf Islands

Join fellow sailors for a week cruising the beautiful San Juan and Canadian Gulf Islands to Victoria, BC.

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JUN 2024

Islands of Belize

Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.
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JUN 2024

Greece

Experience Greece's Corfu Islands through sailing, cultural immersion, and personalized bareboat chartering.

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JUL 2024

Islands of Belize

Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.
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AUG 2024

Gastro-Sail, Croatia

Explore the ancient city of Dubrovnik, Discover Ston & its well-preserved city walls and salt works.

Dubrovnik, Croatia

SEP 2024

Dalmatian Islands, Croatia

A sailor’s paradise with crystal clear waters, picturesque fishing villages, and scenic coves for anchoring.
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NOV 2024

Islands of Belize

Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.
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DEC 2024

Islands of Belize

Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.