All World Sailing Tours & Trips 2024/2025

All Trips & Tours

8,194 World trips. Tours from 72 tour companies. 355,259 reviews. 4.6/5 avg rating.

54 trips exactly matchall of the the filters you selected.
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Sailing
Sail Greece: Santorini to Mykonos
4.8/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Akrotiri, Mykonos, Santorini

Highlights

  • Spend your days island-hopping in the Cyclades, swimming in the clear waters of the Aegean and sleeping aboard a yacht.
  • See Santorini, where the blue and white villages cling to the rim of an ancient volcano – don't worry, the only fire you’ll see is in the island’s magnificent sunsets.
  • Break bread with locals in the sleepy fishing villages of the Small Cyclades islands, away from the typical tourist trail.
  • Taste rural life on the large island of Naxos – a mix of historic neighbourhoods and Kitron liqueur.
  • Explore a place where Europe’s chic and beautiful come to play – you’ll have plenty of time to soak up the beauty, charm and sunsets of Mykonos.

Themes

Small Ship Cruise, Sailing

What travelers are saying

"Fantastic! I got to see a lot of Kenya. Not just the animals but also the people and their cultures. We had a group of 10 (plus the Intrepid crew) which was just right. Everyone got along and helped each other with chores, We all had a love of adventure and positive attitude, Our guide was friendly and knowledgeable and our meals were really nice. I loved everything about it and I highly recommend this trip."

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Sail Italy: Procida to Amalfi
4.7/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Amalfi Coast, Naples, Pompeii, Sorrento

Highlights

  • Among the pastel-hued houses of tranquil Procida, you’ll really feel like you’ve wandered off the beaten track
  • Visit the ancient Roman town of Pompeii, which emerged from the ashes after thousands of years, and take a peak inside the steaming crater of the volcano that destroyed it
  • Stroll through the flourishing countryside of the Amalfi Coast and pick olives straight from the tree
  • This region is a haven for seafood, views and relaxation. With the free time that's afforded on this trip, you're able to explore the coast's famous cuisine, find the ideal picture-postcard views and float along at your own leisure
  • The stunning landscape of the Sorrentine Peninsula is a picturesque blend of coastlines, volcanoes and distinctive islands

Themes

Small Ship Cruise, Sailing

What travelers are saying

"Fantastic! I got to see a lot of Kenya. Not just the animals but also the people and their cultures. We had a group of 10 (plus the Intrepid crew) which was just right. Everyone got along and helped each other with chores, We all had a love of adventure and positive attitude, Our guide was friendly and knowledgeable and our meals were really nice. I loved everything about it and I highly recommend this trip."

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Sail Italy: Amalfi to Procida
5/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Amalfi Coast, Blue Grotto, Isle of Capri

Highlights

  • Step back in time among Amalfi's olive groves, ancient villages and medieval architecture. This town retains a rustic charm, and you’ll have plenty of time to explore before you set sail.
  • Discover the holiday destination of Roman emperors – the idyllic city of Capri. Let the isle’s history captivate you as you spend the day exploring with your small group.
  • With its pastel buildings and tranquil marina, mooring colourful Procida is ideal for relaxation by the sea with an aperitif – or exploring on foot and finding the best photo spot.
  • Explore the caves of Capri’s Grotta Azzura (the Blue Grotto) and swim daily in the glittering waters of the Mediterranean. Then, spend every night falling asleep to the gentle rock of waves on board your group’s yacht.
  • When you’re not watching the sunset on deck or exploring the coastal towns akin to paradise, you’ll be eating! With delicious regional cuisine and local, freshly caught seafood every day, you definitely won’t go hungry in Italy.
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Themes

Small Ship Cruise, Sailing

What travelers are saying

"Fantastic! I got to see a lot of Kenya. Not just the animals but also the people and their cultures. We had a group of 10 (plus the Intrepid crew) which was just right. Everyone got along and helped each other with chores, We all had a love of adventure and positive attitude, Our guide was friendly and knowledgeable and our meals were really nice. I loved everything about it and I highly recommend this trip."

Trip dates & details
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Phuket Sailing Adventure
5/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Andaman Sea, Phuket

Highlights

  • Leave behind the vibrant, modern pizzazz of Phuket and set sail on the beautifully calm waters of the Andaman Sea – by yacht no less!
  • Slip into the beach-loving life with long walks on the finest white sands and salty swims in the inviting azure waters of Thailand’s best beaches.
  • There are few things more relaxing than sleeping out beneath the stars, rocked by the gentle pitch of a yacht. Choose to spend a night on the deck and see for yourself.
  • Feast on delicious food with no effort at all – you’ll have the added benefit of an onboard chef, whipping up Thai favourites daily.
  • Relax with the knowledge that the biggest decision of the day is whether to paddleboard, snorkel, swim with the tropical fish or kayak across shimmering seas.

Themes

Small Ship Cruise, Sailing

What travelers are saying

"Fantastic! I got to see a lot of Kenya. Not just the animals but also the people and their cultures. We had a group of 10 (plus the Intrepid crew) which was just right. Everyone got along and helped each other with chores, We all had a love of adventure and positive attitude, Our guide was friendly and knowledgeable and our meals were really nice. I loved everything about it and I highly recommend this trip."

Trip dates & details
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Absolute Galapagos (Grand Daphne)
4.5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Charles Darwin Research Station, Cotopaxi, Darwin, Galapagos, Isabela Island, Isla Baltra, Isla Floreana, Isla Santa Fe, Isla Santiago, Quito, San Cristobal, Santa Cruz, Santa Cruz Island, Santa Fe, Santiago

Highlights

  • With over two weeks spent on the archipelago, this trip takes a more leisurely pace. Spend more time on each island, soaking up the sun and the sea (lions).
  • Hike, snorkel, sleep, repeat – this isn’t your average cruise. Get active in the rugged and isolated Galapagos Islands.
  • Sea lions are like the dogs of the ocean: playful, goofy and curious. And while you can’t pat them, you’re bound to fall in love with these furry frolickers.
  • Pink flamingos, red-throated frigates and blue-footed boobies will have you craning your neck, snapping photos and contemplating a career in ornithology.
  • Towering cacti, rocky cliffs, red-sand beaches and more await you in this otherworldly archipelago.
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Themes

National Parks, Nature & Wildlife, Small Ship Cruise, Sailing

What travelers are saying

"Fantastic! I got to see a lot of Kenya. Not just the animals but also the people and their cultures. We had a group of 10 (plus the Intrepid crew) which was just right. Everyone got along and helped each other with chores, We all had a love of adventure and positive attitude, Our guide was friendly and knowledgeable and our meals were really nice. I loved everything about it and I highly recommend this trip."

Trip dates & details
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Sail Ko Phi Phi to Phuket
4.5/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Andaman Sea, Phuket

Highlights

  • Discover a true slice of paradise while kayaking, swimming and paddle boarding through the stunning inlets, caves and crystal-clear waters of Thailand’s best islands.
  • Sip cocktails on the beach and on the deck of your yacht, while watching the sun slip below the waves over Koh Phi Phi's iconic shores.
  • Slip into an indulgent, beach-loving life with long walks on the finest white sands of Nui Beach and bustling Phuket.
  • Feast on delicious food made daily by your onboard private chef, who will be whipping up Thai favourites for most of your meals.
  • Explore colourful coral reefs and schools of tropical fish with daily snorkelling opportunities by the Ko Khai and Koh Man Islands.
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Themes

Small Ship Cruise, Sailing

What travelers are saying

"Fantastic! I got to see a lot of Kenya. Not just the animals but also the people and their cultures. We had a group of 10 (plus the Intrepid crew) which was just right. Everyone got along and helped each other with chores, We all had a love of adventure and positive attitude, Our guide was friendly and knowledgeable and our meals were really nice. I loved everything about it and I highly recommend this trip."

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Pure Galapagos (Grand Daphne)
4.5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Darwin, Galapagos, Isabela Island, Isla Bartolome, Isla Santiago, Quito, Santa Cruz, Santiago

Highlights

  • If there’s one ultimate Galapagos adventure, this is it. Combining off-the-beaten-track gems with iconic sights like the Pinnacle Rock, this trip is a microcosm of the Galapagos
  • This unique, stand-alone sailing adventure shares its itinerary with no other Intrepid trip. Enjoy minimal contact with other travellers and boats
  • Explore the remote west coast of Isabela on a small Panga boat, and venture to the far-west Fernandina, home of the highest density of marine iguanas
  • Beach-lovers will be in heaven. The turtle-dotted Las Bachas is about as idyllic as they come.
  • By travelling on this trip, you’ll learn about our Intrepid Foundation partner, The Galapagos Conservancy. Donations support their Women in Sustainable Entrepreneurship (WISE) program, providing capital for sustainability initiatives and empowering female entrepreneurs in the Galapagos. Intrepid will double the impact by dollar-matching all post-trip donations made to The Intrepid Foundation.

Themes

National Parks, Nature & Wildlife, Small Ship Cruise, Sailing

What travelers are saying

"Fantastic! I got to see a lot of Kenya. Not just the animals but also the people and their cultures. We had a group of 10 (plus the Intrepid crew) which was just right. Everyone got along and helped each other with chores, We all had a love of adventure and positive attitude, Our guide was friendly and knowledgeable and our meals were really nice. I loved everything about it and I highly recommend this trip."

Trip dates & details
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Galapagos at a Glance: Southern Islands (Grand Daphne)
4.5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Darwin, Galapagos, Galapagos Islands, Isla Floreana, Quito

Highlights

  • Pink flamingos, red-throated frigates and blue-footed boobies will have you craning your neck, snapping photos and contemplating a career in ornithology.
  • Snorkel through the underwater wonderland of Devil’s Crown, the formerly volcanic crater that is now home to turtles, rays and sharks.
  • Have an up-close encounter with the lumbering gentle giant that is the Galapagos tortoise, both captive and in the wild.
  • This 6-day tour is a short and sweet introduction to the famed archipelago, the perfect addition to any South American adventure.
  • An itinerary that strikes the perfect balance between active adventure on land and relaxing evening on the Grand Daphne, our newest motor yacht.
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Themes

National Parks, Nature & Wildlife, Small Ship Cruise, Sailing

What travelers are saying

"Fantastic! I got to see a lot of Kenya. Not just the animals but also the people and their cultures. We had a group of 10 (plus the Intrepid crew) which was just right. Everyone got along and helped each other with chores, We all had a love of adventure and positive attitude, Our guide was friendly and knowledgeable and our meals were really nice. I loved everything about it and I highly recommend this trip."

Trip dates & details
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54 trips exactly matchall of the the filters you selected.
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Sailing
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Reviews & Ratings

4.6/5  Excellent
355,259  Reviews
See all tour reviews
Excellent
268,911
Great
58,522
Average
13,095
Disappointing
5,365
Terrible
9,194
M

Margaret

Jul 2024

Written on

Efficient, friendly and helpful

All Explore staff very helpful and friendly and informative. Diane assisted me on this occasion

T

Trusted Customer

Jul 2024

Written on

Discover India's Little Tibet

This holiday requires a level of fitness that copes with altitude and heat. The hotels are largely OK , three are good but the one in Mandi is filthy with an urgent...

E

Ella

Jul 2024

Written on

Journey Through the Balkans

Danijela is the BEST tour leader I have ever had!!!!!! She should be nominated for tour leader of the year. Her knowledge is incredible and she went above and beyond...

T

Trusted Customer

Jul 2024

Written on

Highlights of Sri Lanka

A very enjoyable experience overall. Highlights included the delicious food, seeing herds of wild elephants in an optional trip and interacting with the local people...

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