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Sailing Tours with Intrepid Travel.Real life experiences.

Intrepid Travel has come a long way since its humble beginnings in 1989. A company that began with two bearded backpackers, a typewriter and a kitchen table now leads 100,000 travellers across the globe each year.

Today, Intrepid runs more than 1,000 itineraries across the globe and employs more than 1,500 staff and leaders (many of whom don’t even have beards). And while Indiana Jones got bored of travelling after only three adventures (we don’t talk about the fourth), Intrepid is still adding to our list of itineraries across Europe, Asia, Africa, North & South America, the Middle East, Australia and both the Arctic & Antarctica.

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Sailing trips are for friends of the water.

If you really enjoy the water – and can swim – you can consider a sailing tour. Sailing boats come in different sizes and comfort levels from antique ships to private yachts, luxury schooners and gigantic clippers. Usually you will sleep on board and active participation with sail setting is common. Yachting vacations offer similar experiences, but without the sail. Small ships with 8 to 20 people will take to you great pla es on the water and ashore. There is no work to be done, so just enjoy the ride!
 

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We have 878 tours with Intrepid Travel to 0 countries with duration 5 - 64 Days and rates starting at USD 405.

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Operator:
Intrepid Travel
Travel Style:
Sailing Tours
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  • Intrepid: Tours (10)
  • Intrepid: Details

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Phuket Sailing Adventure (Intrepid)Google Map: Phuket Sailing Adventure

Phuket Sailing Adventure

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Group Tour

It doesn't get much better than a seven-day sailing adventure through Thailand’s best islands. On this trip, you’ll spend your days looking out at the scenic seascapes, snorkelling through turquoise waters, relaxing on white beaches and wandering the craggy limestone peaks by boat. Welcome to the An...

From/To
Phuket (Round Trip)
Countries
Thailand
Activities
tour category: Divingtour category: Boattour category: Kayaktour category: Sailingtour category: Walkingtour category: Naturetour category: Cooking
Duration
7 Days
Starting at
USD 2,030
Operator
Intrepid
-10%

Starting at

USD 2,030

USD 1,827

7 Days
Next Departure
22-Feb-2026
01-Mar-2026
Details
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Croatia Sailing Adventure: Dubrovnik to Split (Intrepid)Google Map: Croatia Sailing Adventure: Dubrovnik to Split

Croatia Sailing Adventure: Dubrovnik to Split

preview
Group Tour

Experience the old-world charm of Croatia on a sailing odyssey from Dubrovnik to Split. Spend days cruising around impressive coastlines, exploring lush national parks, wandering through medieval towns or rolling off the boat into warm, turquoise waters to swim. Contrast this emergence into Croatia'...

From/To
Dubrovnik ⇒ Split
Countries
Croatia
Activities
tour category: Boattour category: Sailing

Tour Variations:

☛
Croatia Sailing Adventure: Split to Dubrovnik (8 Days)
Duration
8 Days
Starting at
USD 2,075
Operator
Intrepid
-15%

Starting at

USD 2,075

USD 1,764

8 Days
Next Departure
09-May-20264+
16-May-20262
Details
 
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Montenegro Sailing Adventure from Dubrovnik (Intrepid)Google Map: Montenegro Sailing Adventure from Dubrovnik

Montenegro Sailing Adventure from Dubrovnik

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Group Tour

Rugged Adriatic Coast, ancient port cities and the sheltered waters of the Bay of Kotor make Montenegro a dreamy place for an eight-day sailing adventure. While neighbouring Croatia has long been a marine travel hotspot, Montenegro remains something of a hidden sailing gem. Spend several days explor...

From/To
Dubrovnik (Round Trip)
Countries
Croatia, Montenegro
Activities
tour category: Fishingtour category: Boattour category: Sailingtour category: Walkingtour category: Nature
Duration
8 Days
Starting at
USD 2,185
Operator
Intrepid
-15%

Starting at

USD 2,185

USD 1,857

8 Days
Next Departure
06-Jun-20262
13-Jun-20262
Details
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Greece Sailing Adventure: Kefalonia to Corfu (Intrepid)

Greece Sailing Adventure: Kefalonia to Corfu

preview
Group Tour

Take a relaxing sailing trip through some of the most beautiful Greek islands in the Ionian Sea. On this 8-day trip from Kefalonia to Corfu, you’ll journey to some secluded coastlines, private islands, verdant rolling hills and orchards, historic Venetian architecture, warm and inviting tavernas and...

From/To
Kefalonia ⇒ Corfu
Countries
Greece
Activities
tour category: Fishingtour category: Boattour category: Sailing

Tour Variations:

☛
Greece Sailing Adventure: Corfu to Kefalonia (8 Days)
☛
Greece Sailing Adventure: Cyclades Islands (10 Days)
Duration
8 Days
Starting at
USD 2,585
Operator
Intrepid
-15%

Starting at

USD 2,585

USD 2,197

8 Days
Next Departure
09-May-2026
23-May-20262
Details
 
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Amalfi Coast Sailing Adventure (Intrepid)Google Map: Amalfi Coast Sailing Adventure

Amalfi Coast Sailing Adventure

preview
Group Tour

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 wa...

From/To
Procida/Ischia ⇒ Procida
Countries
Italy
Activities
tour category: Boattour category: Sailing
Duration
7 Days
Starting at
USD 2,820
Operator
Intrepid

Starting at

USD 2,820

7 Days
Next Departure
16-May-2026
23-May-2026
Details
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Croatia and Montenegro Sailing Adventure (Intrepid)Google Map: Croatia and Montenegro Sailing Adventure

Croatia and Montenegro Sailing Adventure

preview
Group Tour

There’s no better way to see Croatia and Montenegro’s stunning coasts than by setting sail on this 15-day adventure. Find the perfect balance between exploring medieval towns, hiking through expansive forests and relaxing on sandy beaches on this experience of a lifetime. If you can’t choose between...

From/To
Split ⇒ Dubrovnik
Countries
Croatia, Montenegro
Activities
tour category: Fishingtour category: Divingtour category: Boattour category: Sailingtour category: Walkingtour category: Nature
Duration
15 Days
Starting at
USD 4,240
Operator
Intrepid
-15%

Starting at

USD 4,240

USD 3,604

15 Days
Next Departure
30-May-2026
06-Jun-2026
Details
 
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Indonesia Sailing Adventure: Raja Ampat (Intrepid)

Indonesia Sailing Adventure: Raja Ampat

preview
Group Tour

Climb aboard for a sailing adventure through Indonesia's waters. Raja Ampat is located at the heart of the Coral Triangle and is home to the greatest diversity of marine species recorded anywhere on Earth. Visit Pianemo Viewpoint, Yanggefo Island and Sawandarek and take in the region’s diverse lands...

From/To
Sorong (Round Trip)
Countries
Indonesia
Activities
tour category: Fishingtour category: Divingtour category: Boattour category: Kayaktour category: Sailingtour category: Walkingtour category: Nature
Duration
8 Days
Starting at
USD 4,315
Operator
Intrepid
-5.7%

Starting at

USD 4,315

USD 4,068

8 Days
Next Departure
18-Oct-2026
15-Nov-2026
Details