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Intrepid Sailing Trips

Intrepid Sailing Trips

Join Intrepid on one of 15 sailing trips around the islands of the Mediterranean, Asia & the Caribbean this season. July and August are the most popular months to begin your trip and Intrepid have 315 trips departing between February 2025 and December 2026.
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4 Days
15 Days
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$1,200pp
$6,937pp
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15 Sailing Trips (315 Sailing Trip Departures)
8 Day Croatia Sailing Adventure: Split to Dubrovnik with Intrepid Travel
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operated By: Intrepid Travel
Departures: May 2025 to Sep 2025
Countries Visited: Croatia
Big Sale
Save (per person) 738
From (per person) 2,533
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10 Day Greece Sailing Adventure: Cyclades Islands with Intrepid Travel
Cruise
 (1)

10 Days (9 Nights) Santorini to Santorini
Operated By: Intrepid Travel
Departures: May 2025 to Oct 2025
Countries Visited: Greece
Big Sale
Save (per person) 577
From (per person) 2,921
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15 Day Croatia and Montenegro Sailing Adventure with Intrepid Travel
Cruise

15 Days (14 Nights) Split to Dubrovnik
Operated By: Intrepid Travel
Departures: May 2025 to Sep 2025
Countries Visited: Croatia, Montenegro
Big Sale
Save (per person) 1,378
From (per person) 4,965
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4 Day Sail Ko Phi Phi to Phuket with Intrepid Travel
Cruise

4 Days (3 Nights) Ko Phi Phi to Phuket
Operated By: Intrepid Travel
Departures: Feb 2025 to Dec 2026
Countries Visited: Thailand
Big Sale
Save (per person) 171
From (per person) 1,238
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8 Day Sail Greece: Mykonos to Santorini with Intrepid Travel
Cruise

8 Days (7 Nights) Mykonos to Santorini
Operated By: Intrepid Travel
Departures: May 2025 to Oct 2025
Countries Visited: Greece
Big Sale
Save (per person) 293
From (per person) 2,296
View Trip
8 Day Sail Turkey: Fethiye to Bodrum (Turkish Gulet) with Intrepid Travel
New ReleaseCruise

8 Days (7 Nights) Fethiye to Bodrum
Operated By: Intrepid Travel
Departures: Jun 2025 to Aug 2025
Countries Visited: Turkey
Big Sale
Save (per person) 657
From (per person) 3,235
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8 Day Sardinia & Corsica Sailing Adventure with Intrepid Travel
Cruise

8 Days (7 Nights) Olbia to Olbia
Operated By: Intrepid Travel
Departures: May 2025 to Sep 2025
Countries Visited: Corsica, Sardinia
Big Sale
Save (per person) 560
From (per person) 2,876
View Trip
4 Day Sail Phuket to Ko Phi Phi with Intrepid Travel
Cruise

4 Days (3 Nights) Phuket to Ko Phi Phi
Operated By: Intrepid Travel
Departures: Feb 2025 to Dec 2026
Countries Visited: Thailand
Big Sale
Save (per person) 185
From (per person) 1,328
View Trip
7 Day Phuket Sailing Adventure with Intrepid Travel
Cruise

7 Days (6 Nights) Phuket to Phuket
Operated By: Intrepid Travel
Departures: Feb 2025 to Dec 2026
Countries Visited: Thailand
Big Sale
Save (per person) 314
From (per person) 2,245
View Trip
8 Day Sail Turkey: Bodrum to Fethiye (Turkish Gulet) with Intrepid Travel
New ReleaseCruise

8 Days (7 Nights) Bodrum to Fethiye
Operated By: Intrepid Travel
Departures: Jun 2025 to Aug 2025
Countries Visited: Turkey
Big Sale
Save (per person) 616
From (per person) 3,235
View Trip
8 Day Croatia Sailing Adventure: Dubrovnik to Split with Intrepid Travel
Cruise

8 Days (7 Nights) Dubrovnik to Split
Operated By: Intrepid Travel
Departures: May 2025 to Sep 2025
Countries Visited: Croatia
Big Sale
Save (per person) 719
From (per person) 2,585
View Trip
8 Day Montenegro Sailing Adventure from Dubrovnik with Intrepid Travel
Cruise

8 Days (7 Nights) Dubrovnik to Dubrovnik
Operated By: Intrepid Travel
Departures: May 2025 to Sep 2025
Countries Visited: Croatia, Montenegro
Big Sale
Save (per person) 530
From (per person) 2,724
View Trip
8 Day Greece Sailing Adventure: Kefalonia to Corfu with Intrepid Travel
Cruise

8 Days (7 Nights) Kefalonia to Corfu
Operated By: Intrepid Travel
Departures: May 2025 to Sep 2025
Countries Visited: Greece
Big Sale
Save (per person) 564
From (per person) 2,926
View Trip
8 Day Sail Greece: Santorini to Mykonos with Intrepid Travel
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operated By: Intrepid Travel
Departures: May 2025 to Oct 2025
Countries Visited: Greece
Big Sale
Save (per person) 283
From (per person) 2,260
View Trip
8 Day Greece Sailing Adventure: Corfu to Kefalonia with Intrepid Travel
Cruise

8 Days (7 Nights) Corfu to Kefalonia
Operated By: Intrepid Travel
Departures: May 2025 to Oct 2025
Countries Visited: Greece
Big Sale
Save (per person) 582
From (per person) 2,926
View Trip
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