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Events

Luxury Charter
Croatia aboard Cataleya
SEP 19 - 26, 2026 • 8 DAYS

Explore Croatia Aboard Cataleya

American Sailing

Welcome aboard Cataleya a 30 meter luxury sailing yacht which will be your home for...
Flotilla
SEP 27 - OCT 03, 2026 • 7 DAYS

Greek Island Hopper

Fair Winds Sailing Greece

Experience the Greek Island Hopper flotilla from Corfu. Sail stunning Ionian islands, enjoy local culture,...
live online class
TUE SEP 29 & THU OCT 1 • 4:30 PM PT

Marine Weather Planning

Lisa & Andy Batchelor

Master marine weather planning, routing, GRIB files, and forecasting to make safer, smarter coastal and...
Luxury Charter
OCT 04 - 10, 2026 • 8 DAYS

South of France Aboard Chronos

American Sailing

Your journey begins in the glamorous port of St. Tropez, known for its luxury yachts,...
Flotilla
OCT 07 - 13, 2026 • 7 DAYS

Barcolana Regatta, Croatia to Italy

Adriatic Sailing Academy

Sail through the Adriatic from Croatia to Italy on a guided flotilla adventure culminating in...
Flotilla
OCT 08 - 11, 2026 • 4 DAYS

Catalina Island

Naos Yachts

Sail to Catalina Island on a 4-day guided flotilla with Naos Yachts, featuring Avalon, Two...
Luxury Charter
Mallorca Chronos
OCT 10 - 17, 2026 • 8 DAYS

Explore Mallorca Aboard Chronos

American Sailing

Embark on a 8-day luxury sailing adventure aboard Chronos Yacht, exploring Mallorca to Menorca with...
Luxury Charter
Spirit of Juno
OCT 31 - NOV 06, 2026 • 8 DAYS

Level Up with Caribbean Sail Training

American Sailing

Build offshore sailing skills aboard S/Y Spirit of Juno while exploring remote Caribbean islands beyond...
article
Dad on the dock
OCT 31 - NOV 06, 2026 • 8 DAYS

2026 Father’s Day Gift Guide for Sailors

American Sailing

Skip the ties — here are 7 practical, salt-tested gifts for the sailor dad who'd...
Flotilla
NOV 08 - 14, 2026 • 7 DAYS

Sail The Bahamas

Cruise Abaco

Explore the Abacos on a guided flotilla—sail by day, unwind by night, with expert support...
Flotilla
NOV 14 - 20, 2026 • 7 DAYS

Discover La Paz, Mexico

Go Baja Sailing

Sail La Paz and the Sea of Cortez, where turquoise waters, pristine islands, and calm...
Flotilla
NOV 14 - 20, 2026 • 7 DAYS

Islands of Belize

Belize Sailing Vacations

Explore the Islands of Belize Flotilla for a magical sailing experience in crystal-clear waters and...
Flotilla
DEC 12 - 18, 2026 • 7 DAYS

Islands of Belize

Belize Sailing Vacations

Explore the Islands of Belize Flotilla for a magical sailing experience in crystal-clear waters and...
Flotilla
FEB 06 - 12, 2027 • 7 DAYS

Discover La Paz, Mexico

Go Baja Sailing

Sail La Paz and the Sea of Cortez, where turquoise waters, pristine islands, and calm...
Flotilla
FEB 13 - 22, 2027 • 10 DAYS

Thailand Tides & Treasures

Whitecaps Sailing

Sail Thailand’s stunning islands on a guided 10-day flotilla with Whitecaps Sailing, featuring Krabi, Phi...
Flotilla
FEB 13 - 20 & 20 - 27, 2027 • 8 DAYS

British Virgin Islands

Sea Safaris Sailing School

Sail the British Virgin Islands aboard a luxury catamaran while exploring paradise and earning ASA...
Flotilla
Spirit of Juno
MAR 03 - 07, 2027 • 4 DAYS

St. Maarten Heineken Regatta

American Sailing

Race the St. Maarten Heineken Regatta aboard a Farr 65 with a training day, four...
Flotilla
MAY 01 - 07, 2027 • 7 DAYS

Discover La Paz, Mexico

Go Baja Sailing

Sail La Paz and the Sea of Cortez, where turquoise waters, pristine islands, and calm...
Luxury Charter
MAY 29 - JUN 05, 2027 • 8 DAYS

Sicily, Italy Aboard RHEA

American Sailing

Aeolian Islands sailing from Palermo. Volcano views, turquoise swims, and charming Sicilian villages on a...
Flotilla
MAY 29 - JUN 05, 2027 • 8 DAYS

Amalfi Coast

Whitecaps Sailing

Sail Italy’s Amalfi Coast on an 8-day guided flotilla featuring Capri, Positano, Amalfi, and Mediterranean...
Flotilla
JUN 05 - 12, 2027 • 8 DAYS

Southern Ionian, Greece

Whitecaps Sailing

Sail Greece’s stunning Ionian Islands on a guided flotilla featuring crystal-clear waters, charming villages, and...
Flotilla
JUN 19 - 25, 2027 • 7 DAYS

Victoria & San Juan Islands

San Juan Sailing

Sail to Victoria, BC and explore the San Juan and Gulf Islands on an early...
Flotilla
JUN 20 - 26, 2027 • 7 DAYS

BVI Sail Week 2027

American Sailing

Celebrate Sail Week with a week of sailing, regattas, sundowners, and unforgettable adventures in the...
Luxury Charter
SEP 04 - 11, 2027 • 8 DAYS

Sardinia & Corsica, Italy Aboard CHRONOS

American Sailing

Sardinia & Corsica Aboard CHRONOS | Sail the Mediterranean through Bonifacio and Costa Smeralda in...
live online class
TUE SEP 29 & THU OCT 1 • 4:30 PM PT

Marine Weather Planning

Lisa & Andy Batchelor

Master marine weather planning, routing, GRIB files, and forecasting to make safer, smarter coastal and...

No Experiences

Luxury Charter
Croatia aboard Cataleya
SEP 19 - 26, 2026 • 8 DAYS

Explore Croatia Aboard Cataleya

American Sailing

Welcome aboard Cataleya a 30 meter luxury sailing yacht which will be your home for...
Luxury Charter
OCT 04 - 10, 2026 • 8 DAYS

South of France Aboard Chronos

American Sailing

Your journey begins in the glamorous port of St. Tropez, known for its luxury yachts,...
Luxury Charter
Mallorca Chronos
OCT 10 - 17, 2026 • 8 DAYS

Explore Mallorca Aboard Chronos

American Sailing

Embark on a 8-day luxury sailing adventure aboard Chronos Yacht, exploring Mallorca to Menorca with...
Luxury Charter
Spirit of Juno
OCT 31 - NOV 06, 2026 • 8 DAYS

Level Up with Caribbean Sail Training

American Sailing

Build offshore sailing skills aboard S/Y Spirit of Juno while exploring remote Caribbean islands beyond...
Luxury Charter
MAY 29 - JUN 05, 2027 • 8 DAYS

Sicily, Italy Aboard RHEA

American Sailing

Aeolian Islands sailing from Palermo. Volcano views, turquoise swims, and charming Sicilian villages on a...
Luxury Charter
SEP 04 - 11, 2027 • 8 DAYS

Sardinia & Corsica, Italy Aboard CHRONOS

American Sailing

Sardinia & Corsica Aboard CHRONOS | Sail the Mediterranean through Bonifacio and Costa Smeralda in...
Flotilla
SEP 27 - OCT 03, 2026 • 7 DAYS

Greek Island Hopper

Fair Winds Sailing Greece

Experience the Greek Island Hopper flotilla from Corfu. Sail stunning Ionian islands, enjoy local culture,...
Flotilla
OCT 07 - 13, 2026 • 7 DAYS

Barcolana Regatta, Croatia to Italy

Adriatic Sailing Academy

Sail through the Adriatic from Croatia to Italy on a guided flotilla adventure culminating in...
Flotilla
OCT 08 - 11, 2026 • 4 DAYS

Catalina Island

Naos Yachts

Sail to Catalina Island on a 4-day guided flotilla with Naos Yachts, featuring Avalon, Two...
Flotilla
NOV 08 - 14, 2026 • 7 DAYS

Sail The Bahamas

Cruise Abaco

Explore the Abacos on a guided flotilla—sail by day, unwind by night, with expert support...
Flotilla
NOV 14 - 20, 2026 • 7 DAYS

Discover La Paz, Mexico

Go Baja Sailing

Sail La Paz and the Sea of Cortez, where turquoise waters, pristine islands, and calm...
Flotilla
NOV 14 - 20, 2026 • 7 DAYS

Islands of Belize

Belize Sailing Vacations

Explore the Islands of Belize Flotilla for a magical sailing experience in crystal-clear waters and...
Flotilla
DEC 12 - 18, 2026 • 7 DAYS

Islands of Belize

Belize Sailing Vacations

Explore the Islands of Belize Flotilla for a magical sailing experience in crystal-clear waters and...
Flotilla
FEB 06 - 12, 2027 • 7 DAYS

Discover La Paz, Mexico

Go Baja Sailing

Sail La Paz and the Sea of Cortez, where turquoise waters, pristine islands, and calm...
Flotilla
FEB 13 - 22, 2027 • 10 DAYS

Thailand Tides & Treasures

Whitecaps Sailing

Sail Thailand’s stunning islands on a guided 10-day flotilla with Whitecaps Sailing, featuring Krabi, Phi...
Flotilla
FEB 13 - 20 & 20 - 27, 2027 • 8 DAYS

British Virgin Islands

Sea Safaris Sailing School

Sail the British Virgin Islands aboard a luxury catamaran while exploring paradise and earning ASA...
Flotilla
Spirit of Juno
MAR 03 - 07, 2027 • 4 DAYS

St. Maarten Heineken Regatta

American Sailing

Race the St. Maarten Heineken Regatta aboard a Farr 65 with a training day, four...
Flotilla
MAY 01 - 07, 2027 • 7 DAYS

Discover La Paz, Mexico

Go Baja Sailing

Sail La Paz and the Sea of Cortez, where turquoise waters, pristine islands, and calm...
Flotilla
MAY 29 - JUN 05, 2027 • 8 DAYS

Amalfi Coast

Whitecaps Sailing

Sail Italy’s Amalfi Coast on an 8-day guided flotilla featuring Capri, Positano, Amalfi, and Mediterranean...
Flotilla
JUN 05 - 12, 2027 • 8 DAYS

Southern Ionian, Greece

Whitecaps Sailing

Sail Greece’s stunning Ionian Islands on a guided flotilla featuring crystal-clear waters, charming villages, and...
Flotilla
JUN 19 - 25, 2027 • 7 DAYS

Victoria & San Juan Islands

San Juan Sailing

Sail to Victoria, BC and explore the San Juan and Gulf Islands on an early...
Flotilla
JUN 20 - 26, 2027 • 7 DAYS

BVI Sail Week 2027

American Sailing

Celebrate Sail Week with a week of sailing, regattas, sundowners, and unforgettable adventures in the...

No Experiences

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