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Whether you're sailing around the tiny islands of the Whitsundays in Australia, exploring the idyllic Greek, or Croatian islands or bobbing along the Amalfi Coast, there’s nothing quite like zipping along the water with the wind in your hair and the taste of salt on your lips. Although you'll be on the move most days, this is a wonderfully relaxed way to travel, and you can rely on your captain to pick just the right spot for a swim in the sea or a barbecue on the beach.

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Phuket Sailing Adventure

6 Nights $1715 $1286

25% off

tourhub | Intrepid Travel | Phuket Sailing Adventure

6 Nights $1715 $1286

25% off

6 Nights $1715 $1286

25% off

6 Nights $1715 $1286

25% off

6 Nights $1715 $1286

25% off

6 Nights $1715 $1286

25% off

6 Nights $1715 $1286

25% off

6 Nights $1715 $1286

25% off

6 Nights $1715 $1286

25% off

6 Nights $1715 $1286

25% off

6 Nights $1715 $1286

25% off

Visiting: Indochina, Ko Phi Phi Leh - Ko Kai - Koh Mai ...more

Visiting: Indochina, Ko Phi Phi Leh - Ko Kai - Koh Mai Thon, Ko Phanak - Ko Hong – Ko Phak Bia, Ko Phi Phi, Thailand, Ko Hae (Coral Island) - Ko Man - Nui Beach, Phuket, Koh Kai (Chicken Island) - Railay Beach, Krabi, Phuket ...less View Tour

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Recommended

Turkish Sailing | 2026

7 Nights $1149 $939

18% off

tourhub | Contiki | Turkish Sailing | 2026

7 Nights $1149 $939

18% off

Visiting: Kekova, Turkey, Kaş, Ölüdeniz, Kalkan, Fethiye, ...more

Visiting: Kekova, Turkey, Kaş, Ölüdeniz, Kalkan, Fethiye, Myra ...less View Tour

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Recommended

Turkish Sailing | 2025

7 Nights $1149 $939

18% off

tourhub | Contiki | Turkish Sailing | 2025

7 Nights $1149 $939

18% off

Visiting: Fethiye, Turkey, Kekova, Ölüdeniz, Kalkan, Kaş, ...more

Visiting: Fethiye, Turkey, Kekova, Ölüdeniz, Kalkan, Kaş, Myra ...less View Tour

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Recommended

Montenegro & Croatia Sailing

14 Nights $3849

tourhub | G Adventures | Montenegro & Croatia Sailing

14 Nights $3849

Visiting: Budva, Adriatic Sea, Dubrovnik, Tivat, Southern ...more

Visiting: Budva, Adriatic Sea, Dubrovnik, Tivat, Southern Europe, Trogir, Cavtat, Herceg Novi, Eastern Europe, Bigovo, Kotor, Montenegro, Croatia ...less View Tour

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Croatia Sailing Adventure

9 Nights $2074

tourhub | Intro Travel | Croatia Sailing Adventure

9 Nights $2074

Visiting: Southern Europe, Trstenik, Korčula, Dubrovnik, ...more

Visiting: Southern Europe, Trstenik, Korčula, Dubrovnik, Hvar, Croatia, Mljet, Makarska, Eastern Europe, Split ...less View Tour

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Croatia Sailing Adventure

7 Nights $2095 $1516

28% off

tourhub | TruTravels | Croatia Sailing Adventure

7 Nights $2095 $1516

28% off

7 Nights $2095 $1516

28% off

7 Nights $2095 $1516

28% off

7 Nights $2095 $1516

28% off

7 Nights $2095 $1516

28% off

7 Nights $2095 $1516

28% off

7 Nights $2095 $1516

28% off

7 Nights $2095 $1516

28% off

7 Nights $2095 $1516

28% off

7 Nights $2095 $1516

28% off

Visiting: Croatia, Split, Dubrovnik, Southern Europe, ...more

Visiting: Croatia, Split, Dubrovnik, Southern Europe, Mljet, Eastern Europe, Hvar, Makarska, Korčula ...less View Tour

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Sailing the Canary Islands

6 Nights $1299 $909

30% off

tourhub | G Adventures | Sailing the Canary Islands

6 Nights $1299 $909

30% off

6 Nights $1299 $909

30% off

Visiting: Southern Europe, Los Cristianos, Santa Cruz de la ...more

Visiting: Southern Europe, Los Cristianos, Santa Cruz de la Palma, Spain, Isla de Tenerife, La Gomera, San Sebastián de la Gomera ...less View Tour

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Sailing Italy to Croatia

9 Nights $2049

tourhub | G Adventures | Sailing Italy to Croatia

9 Nights $2049

Visiting: Kvarner, Croatia, Slovenia, Venice, Southern ...more

Visiting: Kvarner, Croatia, Slovenia, Venice, Southern Europe, Eastern Europe, Zadar, Italy, Grado, Istria ...less View Tour

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Sailing Croatia to Italy

9 Nights $2049

tourhub | G Adventures | Sailing Croatia to Italy

9 Nights $2049

Visiting: Croatia, Grado, Kvarner, Eastern Europe, Zadar, ...more

Visiting: Croatia, Grado, Kvarner, Eastern Europe, Zadar, Istria, Southern Europe, Italy, Slovenia, Venice ...less View Tour

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Amalfi Coast Sailing Adventure

7 Nights $3109

tourhub | Intrepid Travel | Amalfi Coast Sailing Adventure

7 Nights $3109

Visiting: Sorrento - Pompeii, Southern Europe, Procida - ...more

Visiting: Sorrento - Pompeii, Southern Europe, Procida - Ischia, Italy, Forio, Ischia, Sorrento - Amalfi, Amalfi - Capri, Ischia - Sorrento, Procida ...less View Tour

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Dalmatian Coast & Montenegro Sailing

14 Nights $3849

tourhub | G Adventures | Dalmatian Coast & Montenegro Sailing

14 Nights $3849

Visiting: Bigovo, Adriatic Sea, Dubrovnik, Cavtat, Southern ...more

Visiting: Bigovo, Adriatic Sea, Dubrovnik, Cavtat, Southern Europe, Herceg Novi, Split, Eastern Europe, Tivat, Croatia, Budva, Montenegro, Kotor ...less View Tour

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Sardinia & Corsica Sailing Adventure

7 Nights $2553

tourhub | Intrepid Travel | Sardinia & Corsica Sailing Adventure

7 Nights $2553

Visiting: Italy, France, Portisco, Southern Europe, Isola ...more

Visiting: Italy, France, Portisco, Southern Europe, Isola Caprera, Olbia, Isola Lavezzi & Maddalena Archipelago, Bonifacio (Corsica) ...less View Tour

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Sailing the Lofoten Islands

3 Nights $49500

Visiting: Reine, Trollfjord, Svolvær, Northern Europe, ...more

Visiting: Reine, Trollfjord, Svolvær, Northern Europe, Polar, Norway, Arctic, Polar ...less View Tour

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Sailing the Ionian Islands

7 Nights $900

tourhub | Encounters Travel | Sailing the Ionian Islands

7 Nights $900

Visiting: Greece, Southern Europe ...more

Visiting: Greece, Southern Europe ...less View Tour

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Essential India & Maldives Sailing

13 Nights $2799

tourhub | G Adventures | Essential India & Maldives Sailing

13 Nights $2799

Visiting: Jaipur, South Malé Atoll, Delhi, Maldives, India, ...more

Visiting: Jaipur, South Malé Atoll, Delhi, Maldives, India, Agra, Malé ...less View Tour

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Sailing The Greek Islands

11 Nights $10900

tourhub | Aurora Expeditions | Sailing The Greek Islands

11 Nights $10900

Visiting: Greece, Khania, Rhodes, Agios Nikólaos, Kríti, ...more

Visiting: Greece, Khania, Rhodes, Agios Nikólaos, Kríti, Pátmos, Santorini, Ermoupoli, Syra, Kusadasi, Turkey, Mykonos, Southern Europe, Athens ...less View Tour

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Sailing Croatia - Split to Dubrovnik

7 Nights $1949

tourhub | G Adventures | Sailing Croatia - Split to Dubrovnik

7 Nights $1949

Visiting: Eastern Europe, Southern Europe, Adriatic Sea, ...more

Visiting: Eastern Europe, Southern Europe, Adriatic Sea, Split, Croatia, Dubrovnik ...less View Tour

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Montenegro Sailing Adventure from Dubrovnik

7 Nights $2418

tourhub | Intrepid Travel | Montenegro Sailing Adventure from Dubrovnik

7 Nights $2418

Visiting: Croatia, Zelenika - Dubrovnik, Tivat, Rose, ...more

Visiting: Croatia, Zelenika - Dubrovnik, Tivat, Rose, Budva, Dubrovnik - Sipan, Kotor, Sipan – Herceg Novi, Dubrovnik, Southern Europe, Montenegro, Eastern Europe ...less View Tour

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Montenegro Sailing - Dubrovnik to Dubrovnik

7 Nights $1949

tourhub | G Adventures | Montenegro Sailing - Dubrovnik to Dubrovnik

7 Nights $1949

Visiting: Cavtat, Bigovo, Herceg Novi, Montenegro, Kotor, ...more

Visiting: Cavtat, Bigovo, Herceg Novi, Montenegro, Kotor, Croatia, Budva, Eastern Europe, Dubrovnik, Tivat, Southern Europe ...less View Tour

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Sailing Greece - Athens to Mykonos

7 Nights $1429

tourhub | G Adventures | Sailing Greece - Athens to Mykonos

7 Nights $1429

Visiting: Athens, Mykonos, Southern Europe, Northern ...more

Visiting: Athens, Mykonos, Southern Europe, Northern Cyclades, Greece ...less View Tour

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Sailing Croatia - Dubrovnik to Split

7 Nights $1949

tourhub | G Adventures | Sailing Croatia - Dubrovnik to Split

7 Nights $1949

Visiting: Southern Europe, Trogir, Dubrovnik, Eastern ...more

Visiting: Southern Europe, Trogir, Dubrovnik, Eastern Europe, Croatia, Adriatic Sea ...less View Tour

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Sailing Greece - Mykonos to Athens

7 Nights $1429

tourhub | G Adventures | Sailing Greece - Mykonos to Athens

7 Nights $1429

Visiting: Athens, Northern Cyclades, Mykonos, Southern ...more

Visiting: Athens, Northern Cyclades, Mykonos, Southern Europe, Greece ...less View Tour

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Sailing Greece - Mykonos to Santorini

7 Nights $1479

tourhub | G Adventures | Sailing Greece - Mykonos to Santorini

7 Nights $1479

Visiting: Cyclades, Greece, Southern Europe, Santorini, ...more

Visiting: Cyclades, Greece, Southern Europe, Santorini, Mykonos ...less View Tour

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Sailing Greece - Santorini to Mykonos

7 Nights $1479

tourhub | G Adventures | Sailing Greece - Santorini to Mykonos

7 Nights $1479

Visiting: Cyclades, Greece, Santorini, Mykonos, Southern ...more

Visiting: Cyclades, Greece, Santorini, Mykonos, Southern Europe ...less View Tour

View Tour

Popular Sailing Tours

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Croatia Sailing Tours

@graywolf

Trogir

gigi_dreamsoftravel

Dubrovnik

davorinpavlenic

thomas_enzler

Primošten

eco_sethual

Lovrijenac

Croatia is the only country in the world where islands, sea, mountains and rivers meet. ....more Croatia is the only country in the world where islands, sea, mountains and rivers meet. This little country is often overlooked but it has so much to offer. If you book yourself a Croatia sailing tour, you will find yourself in some of the most amazing places Croatia has to offer. ; ....less

See All Croatia Sailing Tours

Greece Sailing Tours

@jojojohndoe

Kioni

twogetlost

manos_var

stefanofalletta_

Ithaca

travelsandwandering

Greece

Sailing is one of the most enjoyable and adventurous ways to explore Greece. It’s one ....more Sailing is one of the most enjoyable and adventurous ways to explore Greece. It’s one of the most relaxing ways to discover the islands, coves, and stunning beaches. ; ....less

See All Greece Sailing Tours

Whitsundays Sailing Tours

@bonettac

Whitsundays

klr_schlafmunter

Whitsundays

@guillaume.foo

Whitehaven Beach

The Whitsundays is one of the most popular sailing destinations in the world. If you're ....more The Whitsundays is one of the most popular sailing destinations in the world. If you're looking for a serene and peaceful place where you can disconnect yourself from work and enjoy the nature, then a Whitsundays sailing tour is just for you. ; ....less

See All Whitsundays Sailing Tours

Thailand Sailing Tours

shaun.stenning

Phi Phi Islands

vialeidatravel

Railay Beach

kanazera

aoba.sm

ornella_traveler

Nang Yuan Island

9 Likes

Set sail along the crystal clear waters of Thailand's most beautiful islands. Experience some of ....more Set sail along the crystal clear waters of Thailand's most beautiful islands. Experience some of the best swimming and snorkelling in the world as you venture through the peaceful waters of the Andaman Sea, with visits to Khao Phing Kan, the Phi Phi Islands, Phuket and more. With the endless hidden bays, starry skies and delicious Thai cuisine, a sailing adventure here is like no other. ; ....less

See All Thailand Sailing Tours

Australia Sailing Tours

klr_schlafmunter

Whitsundays

berengere_marlin

takeatripwithdani

Rosebud

Pieterjohnsen

Gold Coast

Pieterjohnsen

Byron Bay

From the idyllic coastal town of Byron Bay to the white sands and crystal clear ....more From the idyllic coastal town of Byron Bay to the white sands and crystal clear waters of Queensland, Australia is home to some of the best sailing opportunities in the world. Set sail across the stunning Whitsundays to the tropical paradise of Whitehaven Beach. Witness the colourful variety of corals and fish as you snorkel in the heart of the Great Barrier Reef on a truly unforgettable expedition. ; ....less

See All Australia Sailing Tours

Caribbean Sailing & Cruise Tours

@fx24

Haiti

moongate91

Bermuda

The best way to experience the Caribbean is by sailing through it's beautiful blue azure ....more The best way to experience the Caribbean is by sailing through it's beautiful blue azure waters. Whether its the delight of a deserted island or the romance of a sunset at sea, there are very few places of comparable beauty in the world. The Caribbean has it all, from spectacular scenery to vibrant nightlife. ; ....less

See All Caribbean Sailing & Cruise Tours

Top 10 Sailing Tours

Ultimate Australia with Sailing | 2024 - 2025

19 Nights $4685 $4308

8% off

tourhub | Contiki | Ultimate Australia with Sailing | 2024 - 2025

19 Nights $4685 $4308

8% off

Visiting: Airlie Beach, Byron Bay, Uluru, Australia, ...more

Visiting: Airlie Beach, Byron Bay, Uluru, Australia, Whitsunday Islands, Cairns, Magnetic Island, Sydney, K'gari (Fraser Island) ...less View Tour

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Recommended

Sailing Thailand - Ko Phi Phi to Phuket

3 Nights $949

tourhub | G Adventures | Sailing Thailand - Ko Phi Phi to Phuket

3 Nights $949

Visiting: Thailand, Ko Racha Noi, Ko Phi Phi Le, Indochina, ...more

Visiting: Thailand, Ko Racha Noi, Ko Phi Phi Le, Indochina, Ko Yao Yai ...less View Tour

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Recommended

Croatia Sailing Adventure - 8 days

7 Nights $1205 $904

25% off

tourhub | On The Go Tours | Croatia Sailing Adventure - 8 days

7 Nights $1205 $904

25% off

7 Nights $1205 $904

25% off

7 Nights $1205 $904

25% off

7 Nights $1205 $904

25% off

7 Nights $1205 $904

25% off

Visiting: Croatia, Eastern Europe, Korcula, Split, ...more

Visiting: Croatia, Eastern Europe, Korcula, Split, Dubrovnik, Makarska, Mljet Island, Southern Europe, Hvar ...less View Tour

View Tour

Recommended

Greece Sailing Adventure: Cyclades Islands

9 Nights $2590

tourhub | Intrepid Travel | Greece Sailing Adventure: Cyclades Islands

9 Nights $2590

Visiting: Small Cyclades, Southern Europe, Mykonos, Greece, ...more

Visiting: Small Cyclades, Southern Europe, Mykonos, Greece, Santorini – Ios, Amorgos, Folegandros, Santorini, Sifnos, Syros, Naxos ...less View Tour

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Montenegro & Croatia Sailing

14 Nights $3849

Visiting: Budva, Adriatic Sea, Dubrovnik, Tivat, Southern ...more

Visiting: Budva, Adriatic Sea, Dubrovnik, Tivat, Southern Europe, Trogir, Cavtat, Herceg Novi, Eastern Europe, Bigovo, Kotor, Montenegro, Croatia ...less View Tour

View Tour

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Sailing Tours

The world's best journeys at your fingertips

All Sailing Tours

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Phuket Sailing Adventure

Turkish Sailing | 2026

Turkish Sailing | 2025

Montenegro & Croatia Sailing

Croatia Sailing Adventure

Croatia Sailing Adventure

Sailing the Canary Islands

Sailing Italy to Croatia

Sailing Croatia to Italy

Amalfi Coast Sailing Adventure

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Sailing the Lofoten Islands

Sailing the Ionian Islands

Essential India & Maldives Sailing

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Montenegro Sailing Adventure from Dubrovnik

Montenegro Sailing - Dubrovnik to Dubrovnik

Sailing Greece - Athens to Mykonos

Sailing Croatia - Dubrovnik to Split

Sailing Greece - Mykonos to Athens

Sailing Greece - Mykonos to Santorini

Sailing Greece - Santorini to Mykonos

Popular Sailing Tours

Croatia Sailing Tours

Greece Sailing Tours

Whitsundays Sailing Tours

Thailand Sailing Tours

Australia Sailing Tours

Caribbean Sailing & Cruise Tours

Top 10 Sailing Tours

Ultimate Australia with Sailing | 2024 - 2025

Sailing Thailand - Ko Phi Phi to Phuket

Croatia Sailing Adventure - 8 days

Greece Sailing Adventure: Cyclades Islands

Montenegro & Croatia Sailing

Sailing Tour Operators