Cruising & Sailing Tours and Trips

South America is a main destination for Cruising & Sailing tours and trips but we also provide a big selection of tours in Ecuador, Croatia, Thailand, Vietnam, Greece, Argentina, France, Cambodia, Antarctica and Norway. The most popular month for cruising & sailing tours is May, which has the most tour departures.

125 Cruising & Sailing Tours

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Sailing Greece - Santorini to Santorini

Days 10
From
$ 2099

Maldives Dhoni Explorer

Days 7
From
$ 2099

Amazon Riverboat Adventure In Depth

Lima, Lima Days 9
From
$ 2039 $ 2549 -20%

Raja Ampat Sailing Expedition

Days 8
From
$ 2030

Sailing St Lucia & The Grenadines

Choc Bay, Choc Bay Days 8
From
$ 1999

Maldives Dhoni Cruise

Days 7
From
$ 1949

Sardinia & Corsica Sailing Adventure

Days 8
From
$ 1918

Sailing Italy to Croatia

Days 10
From
$ 1849

Sailing Croatia to Italy

Days 10
From
$ 1849

Sailing Greece - Mykonos to Mykonos

Days 10
From
$ 1849

Sailing Cuba

Havana, Havana Days 8
From
$ 1829

Croatia Sailing Adventure: Split to Dubrovnik

Villa Split, Hotel Dubrovnik Days 8
From
$ 1814

Sailing the British Virgin Islands – Tortola to Tortola

Scrub Island, Scrub Island Days 7
From
$ 1749

Bahamas Sailing Adventure

Marsh Harbour, Marsh Harbour Days 7
From
$ 1723 $ 2435 -29%

Phuket Sailing Adventure

Khlong Phuket, Khlong Phuket Days 7
From
$ 1710

Sailing Sri Lanka - North Coast

Days 8
From
$ 1699

Sailing Sri Lanka - East Coast

Days 7
From
$ 1699

Sailing Sri Lanka - South Coast

Days 7
From
$ 1649

Amalfi Coast Sailing Adventure

Days 7
From
$ 1638 $ 2019 -19%

Greece Sailing Adventure: Cyclades Islands

Days 10
From
$ 1585 $ 2211 -28%

Sailing Greece - Santorini to Santorini

A yacht adventure is the ideal way to experience what many consider the world’s most beautiful islands in Greece. Sail aboard our 15m (52 ft) yachts, with time for hiking, snorkelling, and relaxing. Explore ancient archaeological sites and taverna-lined harbours, dine on fresh seafood and don’t forget to try the Ouzo! This 10-day round trip from Santorini will give you the chance to explore some of the treasures of the Greek Islands.
From $ 2099

Maldives Dhoni Explorer

The extraordinary islands of the Maldives are some of the world's most spectacular and a multi-day cruise on a dhoni boat is the best way to take it all in. This seven-day cruise takes you to turquoise lagoons, perfect beaches, and isolated sandbars that might have only existed in your dreams until now. Every day offers calming sea breezes and countless photo opportunities with time in between to relax on the sundeck or socialize with fellow travellers over a great seafood meal. With a dhoni cruise boat as your home base for this adventure, you'll have everything you need at your fingertips.
From $ 2099

Amazon Riverboat Adventure In Depth

Hop aboard a riverboat and experience the Amazon in style. Led by an Amazon Reserve naturalist guide, your cruise will include daily excursions by motorized skiff designed to reveal the exotic wildlife that calls the rainforest home — with any luck you’ll spot sloths, toucans, or pink dolphins! And, with plenty of time for exploration in Pacaya–Samiria National Reserve, you'll have the chance to experience the jungle up close. The cuisine on board is regional and provides a unique and delicious window into local culture. Gain a rare glimpse of how life "on the river" is lived and experience the magic of the Amazon on this riverboat adventure.
From $ 2039 $ 2549 -20%
Lima, Lima Days 9 Download brochure View tour

Raja Ampat Sailing Expedition

Experience a sailing trip like no other in gorgeous Raja Ampat, West Papua. Welcome to the archipelago with the richest marine biodiversity on Earth. Made up of 1,500 small islands that house 550 species of coral, 1427 fish species and more than 700 types of mollusks, Raja Ampat is a place where mere snorkelling feels (and looks) like deep-sea diving. It's very remote, which means a delightful lack of other visitors. Think clear turquoise waters, a kaleidescope of corals and reef fish, and, perhaps best of all, some of the friendliest locals you'll ever meet. Come and sail the isles of Raja Ampat, the tropical paradise you’ll be telling friends about for years to come.
From $ 2030
, Days 8 View tour

Sailing St Lucia & The Grenadines

Go beyond the resorts and seek a better way for fun in the sun on a eight-day sailing through St Lucia and the Grenadines. Hop from hidden coves to secluded beaches with time in between for snorkelling (some of the Caribbean's best sites are here) and tasty Creole cuisine. And since you're staying in a comfortable air conditioned catamaran, the amenities of your home-away-from-home are never far from wherever adventure takes you.
From $ 1999
Choc Bay, Choc Bay Days 8 Download brochure View tour

Maldives Dhoni Cruise

White sands, blue skies, and crystal-clear waters — cruise the extraordinary islands of the Maldives by traditional dhoni. Experience the turquoise lagoons and perfect beaches that make these islands famous. Learn the local way and snorkel amongst the spectacular corals of the Indian Ocean. Every day offers relaxing sea breezes and countless photo opportunities. Indulge yourself in this tropical paradise.
From $ 1949

Sardinia & Corsica Sailing Adventure

Sail the pristine waters of Sardinia through the Maddalena Archipelago to Corsica. Set sail across some of the clearest, bluest water on earth on this relaxing nautical adventure in Italy. Island-hop from Portisco to Bonifacio, stopping to snorkel among the coves of Caprera, swim in the archipelago, or find a quiet spot on a white sandy beach in Isola Santo Stefano. Climb the King Aragon Steps in Corsica, bush walk through wild national parks, or cruise Maddalena Island on two wheels. The beauty of a sailing adventure is that each day you wake in a new spot, with the freedom to do as much or as little as you please.
From $ 1918
, Days 8 View tour

Sailing Italy to Croatia

With so many peaceful coves, hidden inlets, and secluded beaches to visit in the northern Adriatic, this flexible 10-day sailing tour is the best way to discover the region's hidden gems. Begin in Venice then visit the ancient basilicas and eclectic bars of Grado. Voyage through the Gulf of Trieste and hit Koper, Slovenia's oldest and largest coastal city, before sailing along sun-soaked islands and tranquil beaches in the Kvarner Gulf. With the comfort of on-board conveniences and a time-efficient itinerary, this Italy-to-Croatia sailing tour balances moments of relaxation with opportunities to discover the unknown.
From $ 1849

Sailing Croatia to Italy

Discover the sights, sounds, and seriously good seafood of the Adriatic Sea with a 10-day sailing tour that hops along under-the-radar coastal destinations. Explore the tranquil coves, beaches, and cliffs of Kvarner Gulf islands in the northern Adriatic then taste Croatian wine in historic Pula. Explore the Slovenian sister towns of Piran and Portorož before reaching the Italian coast and our final destination of Venice. With a flexible itinerary that's tailored to the group's interests, it's an efficient and enthralling way to visit three Mediterranean countries in one incredible trip.
From $ 1849

Sailing Greece - Mykonos to Mykonos

If we’re describing what a true perfect circle looks like, there’s no need to look much further than the Cyclades, or “Circular Islands.” Go where the weather (and your skipper) takes you, whether that’s exploring ruins, stopping by a microbrewery for a taste, or relaxing on golden sands. See the famous windmills of Mykonos and sail through Santorini's caldera, all while enjoying the view from aboard our yacht along the way.
From $ 1849

Sailing Cuba

We’ve always found it odd that they call them “all-inclusive resorts,” yet exclude the best parts. Hop over the wall and get to know Cuba like you never have before on this unique eight-day journey through the islands of the Canarreos Archipelago aboard an exclusive catamaran. Snorkel the crystal-clear waters in search of colourful fish, relax on the beach, and dine on some of the best seafood you’ll ever have. Experience all-inclusive, G Adventures-style — we don’t leave anything out.
From $ 1829
Havana, Havana Days 8 Download brochure View tour

Croatia Sailing Adventure: Split to Dubrovnik

Explore Croatia's stunning coastline from Split to Dubrovnik. Become immersed in Croatia's natural beauty while sailing the stunning Adriatic coast. Mix lazy days of swimming and beach going with time spent exploring medieval fortresses, sitting in lively restaurants, wandering cobbled streets and hiking to ancient ruins. Wind down in the evening and fall asleep onboard the boat, being lulled to sleep by the sound of lapping waves.
From $ 1814
Villa Split, Hotel Dubrovnik Days 8 View tour

Sailing the British Virgin Islands – Tortola to Tortola

The British Virgin Islands are among the world’s most popular sailing destinations and you only have to look around to understand why. Laid-back and low-key, the BVIs are flat-out gorgeous to sail and explore. Hop aboard our state-of-the-art catamaran and discover secluded coves, impossibly beautiful snorkelling spots, and breathtaking islands virtually untouched by humans. Added bonus: your expert CEO (Chief Experience Officer) knows this place so well, you’ll discover stuff not even the locals know.
From $ 1749
Scrub Island, Scrub Island Days 7 Download brochure View tour

Bahamas Sailing Adventure

Set sail in one of the worlds best sailing destinations. Set sail on this once in a lifetime sailing expedition to one of the world’s best cruising destinations, the Caribbean. You’ll experience abundant marine life, crystal clear turquoise waters, uninhabited cays and one of the best sailing destinations in the world. The protected and shallow waters of the Bahamas make this the perfect trip for first time or novice sailors.  
From $ 1723 $ 2435 -29%
Marsh Harbour, Marsh Harbour Days 7 View tour

Phuket Sailing Adventure

Sail through the idyllic islands of Thailand and enjoy a perfect island getaway. It doesn't get better than seven days spent enjoying sublime seascapes of shimmering turquoise water, white beaches and craggy limestone peaks. Welcome to the beautiful Andaman Sea and your chance to experience the region with the wind in your hair, sun and salt on your skin, and plenty of time to swim, snorkel, explore or simply chill out on deck.
From $ 1710
Khlong Phuket, Khlong Phuket Days 7 View tour

Sailing Sri Lanka - North Coast

Seeking to satiate your spontaneous spirit? This eight-day sailing tour around the north coast of Sri Lanka ensures you hit all the region's best highlights but leaves room in the itinerary to explore hidden gems and join activities that best meet the interests of the group. Expect to visit plenty of remote islands with deserted beaches and small fishing villages, experience Tamil traditions with lunch in a local's home, and tour Delft Island to learn about Sri Lanka's Dutch colonial history. There's plenty of time in between for swimming, snorkelling, stand-up paddleboarding, and kayaking to complete your experience on the water.
From $ 1699

Sailing Sri Lanka - East Coast

Spend a week sailing along Sri Lanka’s east coast and you’ll see why this island’s starting to emerge as a must-visit destination. Stand-up paddle along deserted beaches, visit Koneswaram Temple, and snorkel in Pigeon Island National Park. When you’re ready to chill out, head back to the catamaran or to the shore where countless untouched beaches await. Don’t just listen to the travel buzz, see it for yourself.
From $ 1699

Sailing Sri Lanka - South Coast

Discover the culture and wild, natural beauty of Sri Lanka on a seven-day sailing with the perfect mix of chill-out time and exploration. Sail along the southern coast of Sri Lanka, stopping along the way at the old trading fort of Galle, remote beach towns, and the fishing village of Kudawella. When your landlocked feet get a little tired, there’s plenty of time for swimming, surfing, and enjoying the beach. Whether through your sunglasses or goggles, you’ve never seen Sri Lanka quite like this.
From $ 1649

Amalfi Coast Sailing Adventure

Fall in love with Italy’s Amalfi Coast on a cruise through Sorrento, Capri and Procida. Imagine carefree days sailing from one stunning island to the next through the glistening Mediterranean. This awesome voyage along the spectacular Amalfi coast gives you the lot - gorgeous beaches, ancient ruins, beautiful landscapes, picturesque villages, sumptuous fresh seafood and chilled out waterfronts. The perfect escape to taste some of the best this region has to offer.
From $ 1638 $ 2019 -19%
, Days 7 View tour

Greece Sailing Adventure: Cyclades Islands

Sail the Mediterranean waters around Greece's Cyclades Islands. Give in to dreams of sailing the Greek Islands on this seafaring adventure around the renowned Cyclades Islands. Bliss out on Mediterranean waters, swim in turquoise seas, explore ancient towns and delight in fresh Greek food and culture. From laidback non-touristy islands like Small Cyclades to the vibrant holiday mecca of Mykonos, all holiday bases are covered on this eight-day sailing odyssey.
From $ 1585 $ 2211 -28%
, Days 10 View tour

Sailing Greece - Santorini to Santorini

A yacht adventure is the ideal way to experience what many consider the world’s most beautiful islands in Greece. Sail aboard our 15m (52 ft) yachts, with time for hiking, snorkelling, and relaxing. Explore ancient archaeological sites and taverna-lined harbours, dine on fresh seafood and don’t forget to try the Ouzo! This 10-day round trip from Santorini will give you the chance to explore some of the treasures of the Greek Islands.
Days 10

Maldives Dhoni Explorer

The extraordinary islands of the Maldives are some of the world's most spectacular and a multi-day cruise on a dhoni boat is the best way to take it all in. This seven-day cruise takes you to turquoise lagoons, perfect beaches, and isolated sandbars that might have only existed in your dreams until now. Every day offers calming sea breezes and countless photo opportunities with time in between to relax on the sundeck or socialize with fellow travellers over a great seafood meal. With a dhoni cruise boat as your home base for this adventure, you'll have everything you need at your fingertips.
Days 7

Amazon Riverboat Adventure In Depth

Hop aboard a riverboat and experience the Amazon in style. Led by an Amazon Reserve naturalist guide, your cruise will include daily excursions by motorized skiff designed to reveal the exotic wildlife that calls the rainforest home — with any luck you’ll spot sloths, toucans, or pink dolphins! And, with plenty of time for exploration in Pacaya–Samiria National Reserve, you'll have the chance to experience the jungle up close. The cuisine on board is regional and provides a unique and delicious window into local culture. Gain a rare glimpse of how life "on the river" is lived and experience the magic of the Amazon on this riverboat adventure.
Peru , Peru Days 9
From $ 2039 $ 2549 -20%

Raja Ampat Sailing Expedition

Experience a sailing trip like no other in gorgeous Raja Ampat, West Papua. Welcome to the archipelago with the richest marine biodiversity on Earth. Made up of 1,500 small islands that house 550 species of coral, 1427 fish species and more than 700 types of mollusks, Raja Ampat is a place where mere snorkelling feels (and looks) like deep-sea diving. It's very remote, which means a delightful lack of other visitors. Think clear turquoise waters, a kaleidescope of corals and reef fish, and, perhaps best of all, some of the friendliest locals you'll ever meet. Come and sail the isles of Raja Ampat, the tropical paradise you’ll be telling friends about for years to come.
Days 8
From $ 2030

Sailing St Lucia & The Grenadines

Go beyond the resorts and seek a better way for fun in the sun on a eight-day sailing through St Lucia and the Grenadines. Hop from hidden coves to secluded beaches with time in between for snorkelling (some of the Caribbean's best sites are here) and tasty Creole cuisine. And since you're staying in a comfortable air conditioned catamaran, the amenities of your home-away-from-home are never far from wherever adventure takes you.

Maldives Dhoni Cruise

White sands, blue skies, and crystal-clear waters — cruise the extraordinary islands of the Maldives by traditional dhoni. Experience the turquoise lagoons and perfect beaches that make these islands famous. Learn the local way and snorkel amongst the spectacular corals of the Indian Ocean. Every day offers relaxing sea breezes and countless photo opportunities. Indulge yourself in this tropical paradise.
Days 7

Sardinia & Corsica Sailing Adventure

Sail the pristine waters of Sardinia through the Maddalena Archipelago to Corsica. Set sail across some of the clearest, bluest water on earth on this relaxing nautical adventure in Italy. Island-hop from Portisco to Bonifacio, stopping to snorkel among the coves of Caprera, swim in the archipelago, or find a quiet spot on a white sandy beach in Isola Santo Stefano. Climb the King Aragon Steps in Corsica, bush walk through wild national parks, or cruise Maddalena Island on two wheels. The beauty of a sailing adventure is that each day you wake in a new spot, with the freedom to do as much or as little as you please.
Days 8
From $ 1918

Sailing Italy to Croatia

With so many peaceful coves, hidden inlets, and secluded beaches to visit in the northern Adriatic, this flexible 10-day sailing tour is the best way to discover the region's hidden gems. Begin in Venice then visit the ancient basilicas and eclectic bars of Grado. Voyage through the Gulf of Trieste and hit Koper, Slovenia's oldest and largest coastal city, before sailing along sun-soaked islands and tranquil beaches in the Kvarner Gulf. With the comfort of on-board conveniences and a time-efficient itinerary, this Italy-to-Croatia sailing tour balances moments of relaxation with opportunities to discover the unknown.
Days 10

Sailing Croatia to Italy

Discover the sights, sounds, and seriously good seafood of the Adriatic Sea with a 10-day sailing tour that hops along under-the-radar coastal destinations. Explore the tranquil coves, beaches, and cliffs of Kvarner Gulf islands in the northern Adriatic then taste Croatian wine in historic Pula. Explore the Slovenian sister towns of Piran and Portorož before reaching the Italian coast and our final destination of Venice. With a flexible itinerary that's tailored to the group's interests, it's an efficient and enthralling way to visit three Mediterranean countries in one incredible trip.
Days 10

Sailing Greece - Mykonos to Mykonos

If we’re describing what a true perfect circle looks like, there’s no need to look much further than the Cyclades, or “Circular Islands.” Go where the weather (and your skipper) takes you, whether that’s exploring ruins, stopping by a microbrewery for a taste, or relaxing on golden sands. See the famous windmills of Mykonos and sail through Santorini's caldera, all while enjoying the view from aboard our yacht along the way.
Days 10

Sailing Cuba

We’ve always found it odd that they call them “all-inclusive resorts,” yet exclude the best parts. Hop over the wall and get to know Cuba like you never have before on this unique eight-day journey through the islands of the Canarreos Archipelago aboard an exclusive catamaran. Snorkel the crystal-clear waters in search of colourful fish, relax on the beach, and dine on some of the best seafood you’ll ever have. Experience all-inclusive, G Adventures-style — we don’t leave anything out.
Cuba , Cuba Days 8

Croatia Sailing Adventure: Split to Dubrovnik

Explore Croatia's stunning coastline from Split to Dubrovnik. Become immersed in Croatia's natural beauty while sailing the stunning Adriatic coast. Mix lazy days of swimming and beach going with time spent exploring medieval fortresses, sitting in lively restaurants, wandering cobbled streets and hiking to ancient ruins. Wind down in the evening and fall asleep onboard the boat, being lulled to sleep by the sound of lapping waves.
From $ 1814

Sailing the British Virgin Islands – Tortola to Tortola

The British Virgin Islands are among the world’s most popular sailing destinations and you only have to look around to understand why. Laid-back and low-key, the BVIs are flat-out gorgeous to sail and explore. Hop aboard our state-of-the-art catamaran and discover secluded coves, impossibly beautiful snorkelling spots, and breathtaking islands virtually untouched by humans. Added bonus: your expert CEO (Chief Experience Officer) knows this place so well, you’ll discover stuff not even the locals know.

Bahamas Sailing Adventure

Set sail in one of the worlds best sailing destinations. Set sail on this once in a lifetime sailing expedition to one of the world’s best cruising destinations, the Caribbean. You’ll experience abundant marine life, crystal clear turquoise waters, uninhabited cays and one of the best sailing destinations in the world. The protected and shallow waters of the Bahamas make this the perfect trip for first time or novice sailors.  
From $ 1723 $ 2435 -29%

Phuket Sailing Adventure

Sail through the idyllic islands of Thailand and enjoy a perfect island getaway. It doesn't get better than seven days spent enjoying sublime seascapes of shimmering turquoise water, white beaches and craggy limestone peaks. Welcome to the beautiful Andaman Sea and your chance to experience the region with the wind in your hair, sun and salt on your skin, and plenty of time to swim, snorkel, explore or simply chill out on deck.
From $ 1710

Sailing Sri Lanka - North Coast

Seeking to satiate your spontaneous spirit? This eight-day sailing tour around the north coast of Sri Lanka ensures you hit all the region's best highlights but leaves room in the itinerary to explore hidden gems and join activities that best meet the interests of the group. Expect to visit plenty of remote islands with deserted beaches and small fishing villages, experience Tamil traditions with lunch in a local's home, and tour Delft Island to learn about Sri Lanka's Dutch colonial history. There's plenty of time in between for swimming, snorkelling, stand-up paddleboarding, and kayaking to complete your experience on the water.
Days 8

Sailing Sri Lanka - East Coast

Spend a week sailing along Sri Lanka’s east coast and you’ll see why this island’s starting to emerge as a must-visit destination. Stand-up paddle along deserted beaches, visit Koneswaram Temple, and snorkel in Pigeon Island National Park. When you’re ready to chill out, head back to the catamaran or to the shore where countless untouched beaches await. Don’t just listen to the travel buzz, see it for yourself.
Days 7

Sailing Sri Lanka - South Coast

Discover the culture and wild, natural beauty of Sri Lanka on a seven-day sailing with the perfect mix of chill-out time and exploration. Sail along the southern coast of Sri Lanka, stopping along the way at the old trading fort of Galle, remote beach towns, and the fishing village of Kudawella. When your landlocked feet get a little tired, there’s plenty of time for swimming, surfing, and enjoying the beach. Whether through your sunglasses or goggles, you’ve never seen Sri Lanka quite like this.
Days 7

Amalfi Coast Sailing Adventure

Fall in love with Italy’s Amalfi Coast on a cruise through Sorrento, Capri and Procida. Imagine carefree days sailing from one stunning island to the next through the glistening Mediterranean. This awesome voyage along the spectacular Amalfi coast gives you the lot - gorgeous beaches, ancient ruins, beautiful landscapes, picturesque villages, sumptuous fresh seafood and chilled out waterfronts. The perfect escape to taste some of the best this region has to offer.
Days 7
From $ 1638 $ 2019 -19%

Greece Sailing Adventure: Cyclades Islands

Sail the Mediterranean waters around Greece's Cyclades Islands. Give in to dreams of sailing the Greek Islands on this seafaring adventure around the renowned Cyclades Islands. Bliss out on Mediterranean waters, swim in turquoise seas, explore ancient towns and delight in fresh Greek food and culture. From laidback non-touristy islands like Small Cyclades to the vibrant holiday mecca of Mykonos, all holiday bases are covered on this eight-day sailing odyssey.
Days 10
From $ 1585 $ 2211 -28%

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