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Sailing Trips

Sail by gulet along the Dalmation coastline, island hop around Greece, journey along the Turkish Riviera or soak up the sun onboard your yacht in Thailand - compare, research & book your next sailing trip with with Global Journeys & receive exclusive online savings, a dedicated tour consultant to look after your booking & the best price guaranteed!
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62 Trips (1,508 Trip Departures)
8 Day Croatia Island Sail Plus with Contiki
Cruise

8 Days (7 Nights) Split to Split
Operated By: Contiki
Departures: May 2024 to Aug 2025
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Savings
Save 690
From 2,334
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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 2024 to Sep 2024
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Croatia
Limited Time Sale
Save 999
From 2,332
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5 Day Sail Italy: Amalfi to Procida with Intrepid Travel
Cruise

5 Days (4 Nights) Amalfi to Procida
Operated By: Intrepid Travel
Departures: May 2024 to Oct 2024
Trip Styles: Small Group, Island Hopping, Sailing, Short Break
Countries Visited: Italy
Limited Time Sale
Save 704
From 1,546
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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 2024 to Sep 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Greece
Limited Time Sale
Save 460
From 1,910
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8 Day Croatia Sailing Adventure with TruTravels
New ReleaseCruise
 (1)

8 Days (7 Nights) Split to Split
Operated By: TruTravels
Departures: May 2024 to Sep 2024
Trip Styles: Small Group, 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Deal
Save 1,003
From 1,818
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10 Day Croatia Sailing Adventure with Intro Travel
New ReleaseTour + Cruise
 (3)

10 Days Split to Split
Operated By: Intro Travel
Departures: May 2024 to Sep 2025
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Savings
Save 70
From 3,037
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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 2024 to Sep 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Greece
Limited Time Sale
Save 1,046
From 2,362
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6 Day Wineglass Bay (Signature Walk) with Tasmanian Walking Co
New ReleaseTour + Cruise
 (1)

6 Days Hobart to Hobart
Operated By: Tasmanian Walking Co
Departures: Apr 2024 to May 2025
Trip Styles: Adventure, Small Group, Sailing, Short Break, Walking & Hiking
Countries Visited: Australia
From 4,450
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8 Day Greek Island Cruise with Explore!
Cruise

8 Days (7 Nights) Athens to Athens
Operated By: Explore!
Departures: Jun 2024 to Sep 2024
Trip Styles: Small Group, Sailing
Countries Visited: Greece
Getaway Sale
Save 351
From 1,709
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7 Day Maldives Dhoni Explorer with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Apr 2024 to Jan 2026
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Maldives
Exclusive Deal
Save 921
From 2,078
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8 Day Family Greek Coast Caique Cruise with Explore!
Cruise

8 Days (7 Nights) Athens to Athens
Operated By: Explore!
Departures: Jul 2024 to Aug 2025
Trip Styles: Small Group, Family, Sailing
Countries Visited: Greece
Exclusive Savings
Save 47
From 2,234
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8 Day Croatia Island Sail (Luxe Itinerary) with Contiki
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operated By: Contiki
Departure: 31 July 2024
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Savings
Save 812
From 3,373
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8 Day Sailing Croatia with G Adventures
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operated By: G Adventures
Departures: May 2024 to Oct 2025
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive DealLast Minute Offer
Save 1,055
From 1,484
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7 Day Maldives Cruise: Indian Ocean Dhoni Life with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Apr 2024 to Jan 2026
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Maldives
Exclusive Deal
Save 700
From 2,019
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4 Day Wineglass Bay (Signature Walk) with Tasmanian Walking Co
New ReleaseTour + Cruise

4 Days Hobart to Hobart
Operated By: Tasmanian Walking Co
Departures: May 2024 to May 2025
Trip Styles: Adventure, Small Group, Sailing, Short Break, Walking & Hiking
Countries Visited: Australia
From 3,164
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15 Day Sailing Greece - Athens to Santorini with G Adventures
Cruise

15 Days (14 Nights) Athens to Santorini
Operated By: G Adventures
Departures: May 2024 to Sep 2025
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Greece
Exclusive Deal
Save 990
From 3,405
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8 Day Sail & Swim: Turkey with Topdeck
New ReleaseCruise

8 Days (7 Nights) Fethiye to Fethiye
Operated By: Topdeck
Departures: May 2024 to Oct 2024
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Turkey
Exclusive Deal
Save 228
From 1,485
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8 Day Sailing Greece - Mykonos to Santorini with G Adventures
Cruise

8 Days (7 Nights) Mykonos to Santorini
Operated By: G Adventures
Departures: Apr 2024 to Sep 2025
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Greece
Exclusive DealLast Minute Offer
Save 958
From 1,277
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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: Nov 2024 to Dec 2024
Trip Styles: Small Group, Island Hopping, Sailing, Short Break
Countries Visited: Thailand
Exclusive Savings
Save 33
From 1,431
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7 Day Sailing Thailand - Phuket to Phuket with G Adventures
Cruise

7 Days (6 Nights) Phuket to Phuket
Operated By: G Adventures
Departures: Oct 2024 to Apr 2025
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Thailand
Exclusive Savings
Save 59
From 2,596
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18 Day Sri Lanka with Maldives Cruise: Spice Gardens & Seasides with G Adventures
Tour + Cruise

18 Days Negombo to Male
Operated By: G Adventures
Departures: May 2024 to Jan 2026
Trip Styles: Small Group, 18-30's, Sailing
Countries Visited: Sri Lanka, Maldives
Exclusive Savings
Save 98
From 4,115
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22 Day Sri Lanka in Depth with Maldive Dhoni Cruise (Adams Peak) with Explore!
Tour + Cruise

22 Days Negombo to Male
Operated By: Explore!
Departures: Dec 2024 to Dec 2025
Trip Styles: Adventure, Small Group, Sailing
Countries Visited: Sri Lanka, Maldives
Exclusive Savings
Save 178
From 7,987
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15 Day Montenegro & Croatia Sailing with G Adventures
Cruise

15 Days (14 Nights) Dubrovnik to Split
Operated By: G Adventures
Departures: May 2024 to Sep 2025
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Montenegro, Croatia
Exclusive Deal
Save 1,144
From 3,880
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14 Day Highlights of Sri Lanka with Maldive Dhoni Cruise (West Coast) with Explore!
Tour + Cruise

14 Days Negombo to Male
Operated By: Explore!
Departures: Nov 2024 to Nov 2025
Trip Styles: Adventure, Small Group, Sailing
Countries Visited: Sri Lanka, Maldives
Exclusive Savings
Save 127
From 5,900
View Trip
8 Day Sailing Greece - Santorini to Mykonos with G Adventures
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operated By: G Adventures
Departures: May 2024 to Oct 2025
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Greece
Exclusive Deal
Save 491
From 1,702
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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: Nov 2024 to Dec 2024
Trip Styles: Small Group, Island Hopping, Sailing, Short Break
Countries Visited: Thailand
Exclusive Savings
Save 33
From 1,431
View Trip
8 Day Sailing Croatia with G Adventures
Cruise

8 Days (7 Nights) Dubrovnik to Split
Operated By: G Adventures
Departures: Apr 2024 to Oct 2025
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive DealLast Minute Offer
Save 1,262
From 1,237
View Trip
8 Day Sail & Swim: Greece with Topdeck
New ReleaseCruise

8 Days (7 Nights) Athens to Athens
Operated By: Topdeck
Departures: Jun 2024 to Sep 2024
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Greece
Exclusive Deal
Save 198
From 2,821
View Trip
14 Day Sri Lanka & Maldives Adventure with G Adventures
Tour + Cruise

14 Days Negombo to Male
Operated By: G Adventures
Departures: Apr 2024 to Dec 2025
Trip Styles: Adventure, Small Group, Island Hopping, Sailing, Scenic
Countries Visited: Sri Lanka, Maldives
Exclusive Savings
Save 105
From 4,409
View Trip
26 Day Total Indonesia with TruTravels
New ReleaseTour + Cruise

26 Days Medan to Labuan Bajo
Operated By: TruTravels
Departures: May 2024 to Oct 2025
Trip Styles: Small Group, 18-30's, Island Hopping, Sailing, Scenic
Countries Visited: Indonesia
Exclusive Savings
Save 120
From 5,875
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