Home > Operators > Intrepid > Sailing Trips

Intrepid Sailing Trips

Join Intrepid on one of 12 sailing trips around the islands of the Mediterranean, Asia & the Caribbean this season. September, October and June are the most popular months to begin your trip and Intrepid have 222 trips departing between September 2026 and April 2028.
Filter Results
12 Sailing Trips (222 Departures)
12 Sailing Trips (222 Departures)
Departures
Show More...
Duration
4 Days
10 Days
Regions
Start & End Cities
Price
$900pp
$3,585pp
Countries
Show More...
8 Day Croatia Sailing Adventure: Dubrovnik to Split with Intrepid Travel
Cruise
 (1)

8 Days (7 Nights) Dubrovnik to Split
Operator: Intrepid
Departure: 10 October 2026
Visits: Croatia
Exclusive Savings
From (Per Person)
US$1,974
Save 328
Per Person
View Trip
10 Day Greece Sailing Adventure: Cyclades Islands with Intrepid Travel
Cruise
 (1)

10 Days (9 Nights) Santorini to Santorini
Operator: Intrepid
Departures: Sep 2026
Visits: Greece
Exclusive Savings
From (Per Person)
US$3,038
Save 100
Per Person
View Trip
4 Day Sail Phuket to Ko Phi Phi with Intrepid Travel
Cruise

4 Days (3 Nights) Phuket to Ko Phi Phi
Operator: Intrepid
Departures: Mar 2027 to Apr 2028
Visits: Thailand
Exclusive Savings
From (Per Person)
US$1,135
Save 100
Per Person
View Trip
8 Day Sail Maldives with Intrepid Travel
Cruise

8 Days (7 Nights) Male to Male
Operator: Intrepid
Departures: Sep 2026 to Dec 2027
Visits: Maldives
Exclusive Savings
From (Per Person)
US$2,609
Save 676
Per Person
View Trip
8 Day Greece Sailing Adventure: Corfu to Kefalonia with Intrepid Travel
Cruise

8 Days (7 Nights) Corfu to Kefalonia
Operator: Intrepid
Departures: Sep 2026 to Oct 2026
Visits: Greece
Exclusive Savings
From (Per Person)
US$2,590
Save 437
Per Person
View Trip
8 Day Sail Greece: Santorini to Mykonos with Intrepid Travel
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operator: Intrepid
Departures: Sep 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
US$1,932
Save 326
Per Person
View Trip
4 Day Sail Ko Phi Phi to Phuket with Intrepid Travel
Cruise

4 Days (3 Nights) Ko Phi Phi to Phuket
Operator: Intrepid
Departures: Nov 2026 to Apr 2028
Visits: Thailand
Exclusive Savings
From (Per Person)
US$995
Save 100
Per Person
View Trip
8 Day Greece Sailing Adventure: Kefalonia to Corfu with Intrepid Travel
Cruise

8 Days (7 Nights) Kefalonia to Corfu
Operator: Intrepid
Departures: Sep 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
US$2,522
Save 438
Per Person
View Trip
8 Day Croatia Sailing Adventure: Split to Dubrovnik with Intrepid Travel
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operator: Intrepid
Departures: Sep 2026 to Oct 2027
Visits: Croatia
Exclusive Savings
From (Per Person)
US$1,646
Save 656
Per Person
View Trip
8 Day Montenegro Sailing Adventure from Dubrovnik with Intrepid Travel
Cruise

8 Days (7 Nights) Dubrovnik to Dubrovnik
Operator: Intrepid
Departures: Oct 2026 to Oct 2027
Visits: Croatia, Montenegro
Exclusive Savings
From (Per Person)
US$1,646
Save 656
Per Person
View Trip
7 Day Amalfi Coast Sailing Adventure with Intrepid Travel
Cruise

7 Days (6 Nights) Naples to Procida
Operator: Intrepid
Departures: Sep 2026 to Oct 2027
Visits: Italy
Exclusive Savings
From (Per Person)
US$2,373
Save 972
Per Person
View Trip
8 Day Sail Greece: Mykonos to Santorini with Intrepid Travel
Cruise

8 Days (7 Nights) Mykonos to Santorini
Operator: Intrepid
Departures: May 2027 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
US$2,029
Save 351
Per Person
View Trip
Results: 12 results

No trips found. Try adjusting the search filters.




Sailing Trips found! Scroll up to view.

Intrepid Travel

Intrepid Travel All Intrepid Trips Intrepid Travel Reviews

Travel Styles

All Intrepid Tours 18-35s Adventures Basic Tours Comfort Tours Cycling Tours Expedition Cruises Family Adventures Last Minute Deals Original Tours Premium Tours Rail Tours Sailing Trips Short Breaks Walking & Trekking Adventures

Regions

Africa Tours Antarctica Cruises Asia Tours Australia Tours Baltic & Arctic Cruises Cambodia Tours Canada Tours China Tours Costa Rica Tours Egypt & Middle East Tours Europe Tours Greece Tours Iceland Tours India Tours Indonesia & Bali Tours Italy Tours Japan Tours Med Cruises Mexico Tours New Zealand Tours Northern Territory Tours Peru Scandinavia Tours South America Tours South Australia Tours South East Asia Tours Tasmanian Tours Thailand Tours Turkey Tours USA Tours USA West Coast Tours Vietnam Tours Western Australia Tours

Cities

From Amman From Athens From Bangkok From Barcelona From Beijing From Budapest From Cairo From Casablanca From Christchurch From Delhi From Dubrovnik From Hanoi From Ho Chi Minh City From Istanbul From Johannesburg From Kathmandu From Las Vegas From Lima From Madrid From Marrakesh From Mexico City From Nairobi From Negombo From Phnom Penh From Playa del Carmen From Quito From Reykjavik From Rome From San Jose From Split From Tokyo From Ushuaia From Venice From Victoria Falls

Compare

Intrepid vs G Adventures Intrepid vs Topdeck Intrepid vs Contiki Intrepid vs On The Go Tours Intrepid vs Bunnik
© 2010-2026. Global Journeys.
    

Global Journeys | Terms & Conditions

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations