What is a Flotilla?
Flotillas really are the best of both worlds: all the freedom of a bareboat charter combined with the comfort and camaraderie of group travel.What is a flotilla?
Who are flotillas for?
What I’ll remember most, aside from St. Martin itself, is the tight-knit bond that developed among the group, particularly within the crews of the individual boats. Sailing with people, and living aboard with them, is a shared experience that you can’t replicate any other way. For me, that’s the greatest value of a flotilla. I can’t wait to do it again!
UPCOMING FLOTILLAS
SPRING 2024
Performance Racing Seminars
MAR • APR • MAY 2024
Austin - Charleston - Annapolis
APRIL 2 · 4 · 16 · 18 • 4:30PM PT
Advanced Cruising & Seamanship
TUE • APRIL 2 • 4:30PM PT
Advanced Cruising & Seamanship | Part 1
THU • APRIL 4 • 4:30PM PT
Advanced Cruising & Seamanship | Part 2
SAT • APR 6 • Nepean, ON
Sail Trim & Boat Speed
Learn about sail dynamics, sail trim, and optimizing performance for various wind conditions at this in-person seminar.
SAT • APR 6 • Halifax, NS
Racing Strategy, Tactics & Rules
Learn techniques, tactics, and decision-making skills to help your performance on the race course at this in-person seminar
Apr 2024
Paraty, Brazil in South America
Apr 2024
Austin, TX
APR 9 & 23 • 4:30PM PT
Diesel Engine Fundamentals
TUE • APR 9 • 4:30PM PT
Diesel Engine Fundamentals - Part 1
THU • APR 11 • 4:30PM PT
Couples Sailing
TUE • APRIL 16 • 4:30PM PT
Advanced Cruising & Seamanship | Part 3
Apr 2024
Charleston, SC
THU • APRIL 18 • 4:30PM PT
Advanced Cruising & Seamanship | Part 4
APR 2024
Islands of Belize
Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.
SUN • APR 14 • Park City, UT
Racing Strategy, Tactics & Rules
Learn techniques, tactics, and decision-making skills to help your performance on the race course at this in-person seminar
TUE • APR 23 • 4:30PM PT
Diesel Engine Fundamentals - Part 2
SAT • APR 27 • Denver, CO
Sail Trim & Boat Speed
Learn about sail dynamics, sail trim, and optimizing performance for various wind conditions at this in-person seminar.
SUN • APR 28 • Eugene, OR
Racing Strategy, Tactics & Rules
Learn techniques, tactics, and decision-making skills to help your performance on the race course at this in-person seminar
TUE • APR 30 • 4:30PM PT
Operating A Catamaran
MAY 2024
Annapolis, MD
THU • MAY 2 • 4:30PM PT
How To Keep Your Boat Shipshape
SAT • MAY 04 • Lakeside, MT
Racing Strategy, Tactics & Rules
Learn techniques, tactics, and decision-making skills to help your performance on the race course at this in-person seminar
MAY 2024
Islands of Belize
Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.
MAY 2024
Explore Croatia aboard Cataleya
MAY 2024
Amalfi Coast, Italy
May 2024
Greece & The Aegean Sea
Sail with us on the Magical Aegean Sea, visit ancient ruins and old castles, and taste the real Greek Mediterranean diet.
MAY & JUN 2024
Dalmation Islands, Croatia
Embark on an unforgettable sailing journey tracing a course across Croatia's beautiful coastline.
JUN 2024
British Virgin Islands, Caribbean
Find out why cruising sailors refer to the British Virgin Islands as a “sailor’s paradise.”
Jun 2024
Greece & The Ionian Sea
JUN 2024
Greece & The Saronic Gulf
JUN 2024
Lenny Shabes Sailing Festival
Pay tribute to Lenny and join us in the Caribbean for a week of sailing festivities including sundowners, beach bonfires & regattas.
Jun 2024
Victoria & the Gulf Islands
Join fellow sailors for a week cruising the beautiful San Juan and Canadian Gulf Islands to Victoria, BC.
JUN 2024
Islands of Belize
Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.
JUN 2024
Greece
Experience Greece's Corfu Islands through sailing, cultural immersion, and personalized bareboat chartering.
JUL 2024
Islands of Belize
Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.
AUG / SEP • 7 DAYS
Grand Tour of New England
AUG 2024
Gastro-Sail, Croatia
Explore the ancient city of Dubrovnik, Discover Ston & its well-preserved city walls and salt works.
AUG 2024
Dalmatian Islands, Croatia
SEP 2024
Turkey
OCT 2024
Explore Spain aboard Chronos
NOV 2024
Islands of Belize
Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.
DEC 2024
British Virgin Islands, Caribbean
Discover why the “Christmas Winds” make December in the BVI a sailing mecca!
DEC 2024
The Bahamas, Caribbean
DEC 2024
Islands of Belize
Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.