Sailing Expedition

12-Day Package Starting at $4290 per sailor

The Canary Islands, a Spanish archipelago located on the western coast of Africa is a storied sailing destination rooted in the earliest of European exploration. This 12-Day flotilla expedition sailing aboard a pair of Jeanneau 54 monohulls, aims to explore the maritime traditions as we sail throughout the archipelago. A sail-focused adventure that includes a number of long passages, we will explore the lava fields and golden beaches. Sailing the Atlantic can bring turbulent, yet, exciting seas. This expedition includes navigation throughout the islands. This journey blends adventure, exploration, and the pure joy of sailing in one of the most spectacular regions on Earth.

A sailing - focused voyage - Limited to 10 sailors in 5 cabins - SIGN UP TODAY!

UPDATE: 1st monohull vessel is SOLD OUT - Limited cabins still available for the 2nd monohull vessel.

Start & Finish: Santa Cruise, Tenerife

Airport: Tenerife South (TFS)

Boarding: 9:00 AM Day One

Disembarking: 9:00 AM Day Twelve

The Sea of Cortez & Baja California - Mexico’s other world. Known for its rolling sand dunes that fall into a bright blue sea, this itinerary is natures secret. Dramatic solitude of nature encapsulates the experience while we sail from alcove to alcove swimming with dolphins and the grand wildlife of the Pacific. Experience nature in its truest form on this remarkable journey. Assemble a crew and get ready to unplug and be isolated in paradise. This journey is not to be over looked.

There will be the sea - there will be lobsters - there will be fresh fish - there will be nature and there will be paradise. We’ll enjoy local restaurants at the mariners wharf and drop anchor in secluded coves to jump off our sailboat and enjoy the seas. The white sand beaches of Baja will be a highlight along with so many more opportunities to feel free

now only $500 per traveler deposit required & 5% early booking discount when reserving your cabin before July 31st! Discount off full price

* discount price will be reflected in final invoice, $500 will be charged at the check out with an three part payment schedule. Invest in your future.

Set sail into the wild heart of Alaska aboard Discovery, an elegant 87-foot classic yacht built for exploration and adventure. Accommodating just 10 Sailing Collective guests, this intimate voyage offers a rare opportunity to experience Alaska from the water—navigating through remote fjords, glacier-carved passages, and pristine coastal wilderness far beyond the reach of conventional travel. Watch for humpback whales and orcas, encounter bears and bald eagles along the shoreline, kayak into secluded coves, and step ashore in places where the wilderness still feels entirely untamed. With the comfort and character of a private yacht and the spirit of a true expedition, this is Alaska at its most immersive: wild, intimate, and deeply connected to the sea.

This is a comfortable classic yacht, and make no mistake: this is Alaska. Unlike a Mediterranean sailing holiday, where private ensuites, long lunches ashore, and easy access to restaurants are part of the experience, this is a true wilderness expedition. The yacht has five guest cabins and four centrally located shared WCs, and guests should be comfortable sharing space and embracing the communal nature of the journey. Expect cold water, changing weather, rugged shorelines, long days outdoors, and places where there may be no dock, road, restaurant, or other boat in sight.

This is Alaska. And that's precisely what makes it extraordinary. This is one of the most remote, wilderness-focused itineraries in our collection, offering the chance to explore a landscape of towering mountains, ancient forests, glaciers, and abundant wildlife from the water.

Come prepared for an adventure rather than a resort experience: be flexible, get outside, get a little wet, and trade some creature comforts for access to places few people ever experience. It's a trip of a lifetime, and the wildness is the point.

*Price Per Cabin | Double Cabin $9900 Per Traveller | Single Cabin $12625 Per Traveler

Sailing Expedition

12-Day Package Starting at $4290 per sailor

The Canary Islands, a Spanish archipelago located on the western coast of Africa is a storied sailing destination rooted in the earliest of European exploration. This 12-Day flotilla expedition sailing aboard a pair of Jeanneau 54 monohulls, aims to explore the maritime traditions as we sail throughout the archipelago. A sail-focused adventure that includes a number of long passages, we will explore the lava fields and golden beaches. Sailing the Atlantic can bring turbulent, yet, exciting seas. This expedition includes navigation throughout the islands. This journey blends adventure, exploration, and the pure joy of sailing in one of the most spectacular regions on Earth.

A sailing - focused voyage - Limited to 10 sailors in 5 cabins - SIGN UP TODAY!

UPDATE: 1st monohull vessel is SOLD OUT - Limited cabins still available for the 2nd monohull vessel.

Start & Finish: Santa Cruise, Tenerife

Airport: Tenerife South (TFS)

Boarding: 9:00 AM Day One

Disembarking: 9:00 AM Day Twelve

A bespoke sailing charter custom-tailored for you.

Select dates and get your customized quote today!

If the Caribbean strung together is considered a sailors paradise, the British Virgin Islands deserve a special category of praise for their role in earning that reputation.

In a small area relative to much of the Caribbean lie a group of islands with nearly flawless sailing conditions for any mariner cruising in the archipelago. Sailing here is a lifestyle; the winds blow from the east all winter and rarely change in direction, so the navigation is dynamic yet simple with easy passageways that do not cause a fuss when sailing. You can’t tack without missing a rum bar perched along a beach. With inviting anchorages scattered throughout the islands, it’s accessible to new sailors and a favorite of experienced old-timers alike. Book your crewed charter today!

Fully crewed professional yacht charters aboard premier monohulls & catamarans ranging from 40' to 62' accommodating from 2 to 10 guests. Contact us today to receive your custom quote!

Jewel of the Adriatic

Croatia is one of the most popular sailing destinations in the world home to thousands of idyllic islands and the best way to experience the true nature of Croatia is by sea sailing from island to island. Home to the largest charter fleet in the world, the Sailing Collective Private Journey in Croatia offers unlimited options to match your specific goals. From luxury yachts to price friendly catamarans, we pride ourselves our ability to choose the right vessel for your group.

• A Coastline Carved in Limestone — Sail through a spectacular landscape of rugged limestone islands, pine-covered hills, hidden coves and impossibly clear Adriatic water, with centuries-old fishing villages tucked into sheltered harbors.

• Magnificent Hvar— Explore Hvar, one of the Adriatic’s great historic towns, where Roman foundations, Venetian palaces, Renaissance architecture and ancient stone streets meet a beautiful waterfront and the dramatic Pakleni Islands.

• Old-World Dalmatian Dining — Eat the way generations of islanders have eaten at traditional konobas—intimate, family-run taverns serving grilled fish, octopus, local cheeses, olive oil, seafood stews and other dishes rooted in the region's fishing and farming traditions.

• A World of Extraordinary Wine — Discover one of Croatia's most distinctive wine regions, from powerful

  Plavac Mali reds grown on Hvar's sun-drenched slopes to indigenous whites such as Bogdanuša and Pošip. Central Dalmatia has an unusually rich diversity of native grape varieties, many found nowhere else.

• The Adriatic, at Its Most Authentic — Move between quiet fishing villages, ancient stone settlements and secluded swimming spots, experiencing a side of Croatia where history, nature, food and island life remain deeply intertwined. It is the kind of place where a day of sailing naturally gives way to a long lunch, a bottle of local wine and an evening wandering through centuries-old streets.

* Talk with a Sailing Collective travel advisor about the other Croatia routes including the secluded Northern Dalmatian Coast, Istrian Peninsula, or the Dubrovnik Route

The Egadi Islands are a lesson in nature’s resilience, where time slows, and the rhythms of wind and water shape the land more than people ever could—Favignana’s limestone coves, Levanzo’s prehistoric cave art, and Marettimo’s untamed cliffs remind us that the Mediterranean was once wilder, less tamed by humans. Ustica is a volcanic outpost, isolated and obscure, the Galapagos of Sicily. Finally there is Palermo, the chaotic, intoxicating heart of Sicily, where the collision of cultures—Arabic, Norman, Spanish—has produced a cuisine, an architecture, and a way of life that feels almost defiant in its complexity, a place where history is always present, simmering just beneath the surface.

Route: Favignana – Marettimo – Lavanzo – Castellammare di Golfo – Scopello – San Vito lo Capo

Considerations

• A Remote Corner of Sicily — Sail beyond the well-trodden routes of the Mediterranean to the

  Egadi Islands, a rugged archipelago just off Sicily’s western coast where quiet fishing villages, wild coastlines and secluded coves still define the landscape.

• Some of the Mediterranean’s Clearest Water— The Egadi Islands sit within Europe’s largest marine protected area, preserving vast Posidonia meadows and exceptionally clear waters teeming with marine life. Spend your days swimming, snorkeling and diving straight from the yacht.

• World-Class Diving & Underwater History — Explore dramatic sea caves, rocky walls and vibrant underwater habitats around Levanzo and Marettimo, including the remains of a Roman shipwreck and ancient amphorae resting on the seafloor.

• Three Islands, Three Different Worlds — From the turquoise coves and historic tuna fisheries of

  Favignana, to the tiny, quiet village of Levanzo, to the mountainous and wild coastline of Marettimo, each island reveals a completely different side of Sicily.

• The Mediterranean, Unfiltered — This is a voyage for travelers who want to get off the beaten path. Expect

  long swims, hidden anchorages, dramatic cliffs, sea caves, fresh seafood and evenings in tiny harbors —with the freedom to experience the islands from the water, away from the crowds

Two starting points: Palermo or Marsala

a voyage across Ithaca and the Ionian Archipelago

Ithaca, Lefkada, Kefalonia, Kalamos - these are just a few of the islands in the Inner Ionian Sea along Greece's northwest coast. A kaleidoscope of natural greens ashore from the layered pine trees, the calm waters of the protected gulf, and the wild anchorages that populate the coast. The Ionian Islands, the islands of Odysseus is a paradise with beauty unmatched by any itinerary in the Mediterranean Sea, trust us!

Enjoy strolling sun-dappled olive groves, snorkeling in clear sapphire waters and immersing yourself in ancient civilizations and cultures. The Ionian Islands journey begins in either Corfu or Lefkas. Explore rustic and cliff-lines anchorages, bustling seaside tavernas and kafenios (coffee shops), historic Venetian fortresses and endless natural coves.

• Turquoise waters & secluded coves — Warm, crystal-clear seas, hidden beaches, and beautiful anchorages made for swimming and exploring.

• Lush island landscapes — Olive groves, cypress forests, pine-covered hillsides, and a greener, more verdant side of Greece.

• Authentic Greek villages & cuisine — Waterfront tavernas, fresh seafood, local wines, family-run restaurants, and relaxed island hospitality.

• Ideal sailing conditions — Protected waters, moderate afternoon breezes, and short passages between islands make the Ionian perfect for relaxed cruising and flotilla sailing.

• History, culture & island life — Venetian architecture, ancient sites, colorful harbors, and the unhurried Mediterranean rhythm of long lunches, late dinners, and life by the sea.

Inquire about the Aura 50 5-cabin catamaran or the trusty Lagoon 46 4-cabin option

A bespoke sailing charter custom-tailored for you.

Select dates and get your customized quote today!

If the Caribbean strung together is considered a sailors paradise, the British Virgin Islands deserve a special category of praise for their role in earning that reputation.

In a small area relative to much of the Caribbean lie a group of islands with nearly flawless sailing conditions for any mariner cruising in the archipelago. Sailing here is a lifestyle; the winds blow from the east all winter and rarely change in direction, so the navigation is dynamic yet simple with easy passageways that do not cause a fuss when sailing. You can’t tack without missing a rum bar perched along a beach. With inviting anchorages scattered throughout the islands, it’s accessible to new sailors and a favorite of experienced old-timers alike. Book your crewed charter today!

Fully crewed professional yacht charters aboard premier monohulls & catamarans ranging from 40' to 62' accommodating from 2 to 10 guests. Contact us today to receive your custom quote!