Flotilla Sailing

🌴 British Virgin Islands Catamaran Sailing Adventure
February 13–20, 2027

❤️ Experience Valentine’s Day on this Trip!

Join us for an unforgettable week sailing through the stunning British Virgin Islands aboard a luxurious 40–44ft catamaran.

Whether you’re looking for the ultimate sailing vacation or want to earn ASA certifications while island hopping through paradise, this adventure combines hands-on sailing, snorkeling, beach bars, waterfront dining, and breathtaking Caribbean scenery.

Our sample itinerary includes stops at:
⛵ Trellis Bay (Beef Island)
⛵ Leverick Bay / Gorda Sound
⛵ Bitter End / North Sound
⛵ Anegada
⛵ Jost Van Dyke
⛵ Norman Island

Pricing (double occupancy):
• $2,897 per person — Sailing Vacation Experience
• $3,597 per person — Includes ASA Certification Courses (ASA 101 / 103 / 104 / 114 as applicable)

Private queen cabins with ensuite heads included aboard immaculate 40–44ft catamarans.

Spots are limited. Reserve your Caribbean sailing adventure today!

🌴 British Virgin Islands Catamaran Sailing Adventure
February 20–27, 2027

🌕 Experience the Snow Moon

The last full moon of winter, named for February’s heavy snowfalls. As a bonus, this year’s Snow Moon coincides with a rare penumbral lunar eclipse. Join us in the BVI for this unforgettable week under the stars.

Join us for an unforgettable week sailing through the stunning British Virgin Islands aboard a luxurious 40–44ft catamaran.

Whether you’re looking for the ultimate sailing vacation or want to earn ASA certifications while island hopping through paradise, this adventure combines hands-on sailing, snorkeling, beach bars, waterfront dining, and breathtaking Caribbean scenery.

Our sample itinerary includes stops at:
⛵ Trellis Bay (Beef Island)
⛵ Leverick Bay / Gorda Sound
⛵ Bitter End / North Sound
⛵ Anegada
⛵ Jost Van Dyke
⛵ Norman Island

Pricing (double occupancy):
• $2,897 per person — Sailing Vacation Experience
• $3,597 per person — Includes ASA Certification Courses (ASA 101 / 103 / 104 / 114 as applicable)

Private queen cabins with ensuite heads included aboard immaculate 40–44ft catamarans.

Spots are limited. Reserve your Caribbean sailing adventure today!

🌴 British Virgin Islands Catamaran Sailing Adventure
February 27 – March 06, 2027

☀️ Week 3 is your Winter Escape! If you can’t make the other dates, this week’s for you! 😎

Join us for an unforgettable week sailing through the stunning British Virgin Islands aboard a luxurious 40–44ft catamaran.

Whether you’re looking for the ultimate sailing vacation or want to earn ASA certifications while island hopping through paradise, this adventure combines hands-on sailing, snorkeling, beach bars, waterfront dining, and breathtaking Caribbean scenery.

Our sample itinerary includes stops at:
⛵ Trellis Bay (Beef Island)
⛵ Leverick Bay / Gorda Sound
⛵ Bitter End / North Sound
⛵ Anegada
⛵ Jost Van Dyke
⛵ Norman Island

Pricing (double occupancy):
• $2,897 per person — Sailing Vacation Experience
• $3,597 per person — Includes ASA Certification Courses (ASA 101 / 103 / 104 / 114 as applicable)

Private queen cabins with ensuite heads included aboard immaculate 40–44ft catamarans.

Spots are limited. Reserve your Caribbean sailing adventure today!

🏛️Greece Flotilla Sailing Adventure
June 5–12, 2027

☀️Explore ancient history, charming island villages, and world-class sailing in the heart of the Ionian Sea!

Join us for an unforgettable week sailing through the crystal-clear waters of Greece’s beautiful Southern Ionian Islands.

Departing from Lefkada, you’ll explore charming island villages, secluded bays, breathtaking sea caves, ancient history, incredible Greek cuisine, and some of the finest sailing in the Mediterranean.

Whether you’re looking for the vacation of a lifetime or want to earn ASA certifications while island hopping through Greece, this adventure combines hands-on sailing, crystal-clear swimming, waterfront tavernas, rich culture, and unforgettable scenery.

Our sample itinerary includes stops at:
⛵ Lefkada
⛵ Meganisi Island & Vathi Harbor
⛵ Papanikolis Cave
⛵ Fiskardo (Kefalonia)
⛵ Sami & Melissani Cave
⛵ Bay of Filiatro
⛵ Kalamos & One House Bay
⛵ Vlycho Bay

Pricing (double occupancy):
• $2,897 per person — Sailing Vacation Experience

Private double cabins aboard modern sailing yachts and catamarans.

Spots are limited. Reserve your Greek sailing adventure today!

🌊 Turkey Turquoise Coast Sailing Adventure
June 19–26, 2027

Discover one of the Mediterranean’s best-kept sailing secrets as we explore Turkey’s spectacular Turquoise Coast aboard comfortable sailing yachts and catamarans.

Departing from Fethiye, you’ll sail through crystal-clear waters, anchor in secluded coves, visit ancient Lycian ruins, hike to breathtaking viewpoints, explore charming harbor towns, and experience the warm hospitality, incredible cuisine, and rich history that make Turkey a world-class sailing destination.

Whether you’re looking for the vacation of a lifetime or want to earn ASA certifications while cruising the Turkish coast, this adventure combines hands-on sailing, swimming, snorkeling, waterfront dining, fascinating history, and unforgettable Mediterranean scenery.

Our sample itinerary includes stops at:
⛵ Fethiye
⛵ Kapi Creek & Adaya Restaurant
⛵ Cleopatra’s Baths
⛵ Tomb Bay & Lycian Tombs
⛵ Sarsala Bay
⛵ Karacaoren Island
⛵ Butterfly Valley
⛵ Gemiler Island
⛵ Göcek

Pricing (double occupancy):
• $2,897 per person — Sailing Vacation Experience

Private double cabins aboard modern sailing yachts and catamarans.

Spots are limited. Reserve your Turkish sailing adventure today!