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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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50 Trips (1,482 Trip Departures)
8 Day Croatia Island Sail (Active Itinerary) with Contiki
Cruise

8 Days (7 Nights) Split to Split
Operated By: Contiki
Departure: 12 August 2023
Trip Styles: 18-30's, Cycling, Island Hopping, Sailing, Walking & Hiking
Countries Visited: Croatia
Exclusive Savings
Save 59
From 3,136
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4 Day Sail Ko Phi Phi to Phuket (Derek Kessell 58) with Intrepid Travel
Cruise

4 Days (3 Nights) Ko Phi Phi to Phuket
Operated By: Intrepid Travel
Departures: Nov 2023 to Dec 2024
Trip Styles: Island Hopping, Sailing, Short Break
Countries Visited: Thailand
Exclusive Savings
Save 31
From 1,333
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10 Day Croatia Sail Adventure with Intro Travel
New ReleaseTour+Cruise

10 Days Split to Split
Operated By: Intro Travel
Departures: May 2023 to Sep 2023
Trip Styles: Fully Guided, Small Group, Cruise, 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Savings
Save 64
From 2,939
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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 2023 to Sep 2024
Trip Styles: Island Hopping, Sailing
Countries Visited: Croatia
Limited Time Sale
Save 780
From 2,272
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22 Day Sri Lanka in Depth with Maldive Dhoni Cruise (Adams Peak) with Explore!
Tour

22 Days Negombo to Male
Operated By: Explore!
Departures: Dec 2023 to Dec 2024
Trip Styles: Fully Guided, Adventure, Small Group, Sailing
Countries Visited: Sri Lanka, Maldives
Exclusive Savings
Save 181
From 8,095
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4 Day Sail Italy: Amalfi to Procida with Intrepid Travel
Cruise

4 Days (3 Nights) Amalfi to Procida
Operated By: Intrepid Travel
Departures: May 2023 to Oct 2024
Trip Styles: Small Group, Island Hopping, Sailing, Short Break
Countries Visited: Italy
Limited Time Sale
Save 507
From 973
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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 2023 to Sep 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Greece
Limited Time Sale
Save 329
From 1,856
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10 Day Sailing Greece - Mykonos to Mykonos with G Adventures
Cruise

10 Days (9 Nights) Mykonos to Mykonos
Operated By: G Adventures
Departures: Apr 2023 to Oct 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Greece
Exclusive Savings
Save 60
From 2,694
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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 2023 to Dec 2024
Trip Styles: Sailing, Short Break
Countries Visited: Thailand
Exclusive Savings
Save 31
From 1,269
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10 Day Sailing Croatia to Italy with G Adventures
Cruise

10 Days (9 Nights) Zadar to Venice
Operated By: G Adventures
Departures: Apr 2023 to Sep 2024
Trip Styles: Island Hopping, Sailing
Countries Visited: Slovenia, Italy, Croatia
Exclusive Savings
Save 55
From 2,449
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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 2023 to Aug 2024
Trip Styles: Small Group, Family, Sailing
Countries Visited: Greece
Exclusive Savings
Save 44
From 1,940
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8 Day Croatia Island Sail with Contiki
Cruise

8 Days (7 Nights) Split to Split
Operated By: Contiki
Departures: May 2023 to Sep 2024
Trip Styles: 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Savings
Save 451
From 1,736
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15 Day Dalmatian Coast & Montenegro Sailing with G Adventures
Cruise

15 Days (14 Nights) Split to Dubrovnik
Operated By: G Adventures
Departures: Apr 2023 to Sep 2024
Trip Styles: Island Hopping, Sailing
Countries Visited: Montenegro, Croatia
Exclusive Savings
Save 103
From 4,458
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10 Day Sailing Greece - Santorini to Santorini with G Adventures
Cruise

10 Days (9 Nights) Santorini to Santorini
Operated By: G Adventures
Departures: Apr 2023 to Oct 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Greece
Exclusive Savings
Save 60
From 2,694
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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: Apr 2023 to Sep 2024
Trip Styles: Island Hopping, Sailing
Countries Visited: Montenegro, Croatia
Exclusive Savings
Save 103
From 4,458
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7 Day Phuket Sailing Adventure with Intrepid Travel
Cruise

7 Days (6 Nights) Phuket to Phuket
Operated By: Intrepid Travel
Departures: Nov 2023 to Dec 2024
Trip Styles: Island Hopping, Sailing
Countries Visited: Thailand
Exclusive Savings
Save 60
From 2,460
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8 Day Maldive Dhoni Cruise with Explore!
Cruise

8 Days (7 Nights) Male to Male
Operated By: Explore!
Departures: Apr 2023 to Dec 2024
Trip Styles: Island Hopping, Sailing
Countries Visited: Maldives
Exclusive Savings
Save 69
From 2,803
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8 Day Sail & Swim: Croatia - Split to Split with Topdeck
Cruise

8 Days (7 Nights) Split to Split
Operated By: Topdeck
Departures: Jun 2023 to Aug 2023
Trip Styles: 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Savings
Save 50
From 2,047
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4 Day Sail Italy with Intrepid Travel
Cruise

4 Days (3 Nights) Procida to Amalfi
Operated By: Intrepid Travel
Departures: Apr 2023 to Sep 2024
Trip Styles: Island Hopping, Sailing, Short Break
Countries Visited: Italy
Limited Time Sale
Save 221
From 1,234
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10 Day Greece Sailing Adventure: Cyclades Islands with Intrepid Travel
Cruise

10 Days (9 Nights) Santorini to Santorini
Operated By: Intrepid Travel
Departures: May 2023 to Sep 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Greece
Limited Time Sale
Save 301
From 2,614
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8 Day Sailing Croatia with G Adventures
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operated By: G Adventures
Departures: Apr 2023 to Oct 2024
Trip Styles: Island Hopping, Sailing
Countries Visited: Croatia
Last Minute Deal
Save 933
From 1,366
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7 Day Sailing the Canary Islands with G Adventures
Cruise

7 Days (6 Nights) San Miguel de Abona to San Miguel de Abona
Operated By: G Adventures
Departures: Oct 2023 to Apr 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Spain
Exclusive Savings
Save 37
From 1,665
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8 Day Sail & Swim: Croatia - Split to Split (Plus) with Topdeck
Cruise

8 Days (7 Nights) Split to Split
Operated By: Topdeck
Departures: Jul 2023 to Jul 2023
Trip Styles: 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Savings
Save 62
From 3,037
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8 Day Croatia Island Sail (Premium Sail-boat) with Contiki
Cruise

8 Days (7 Nights) Split to Split
Operated By: Contiki
Departures: Jun 2023 to Aug 2024
Trip Styles: 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Savings
Save 309
From 2,199
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 2023 to Sep 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Greece
Limited Time Sale
Save 613
From 1,531
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 2023 to Oct 2024
Trip Styles: Island Hopping, Sailing
Countries Visited: Greece
Exclusive Savings
Save 47
From 2,106
View Trip
8 Day Greek Island Cruise with Explore!
Cruise

8 Days (7 Nights) Athens to Athens
Operated By: Explore!
Departures: Jun 2023 to Sep 2024
Trip Styles: Small Group, Sailing
Countries Visited: Greece
Exclusive Savings
Save 45
From 1,901
View Trip
4 Day Sailing Thailand with G Adventures
Cruise

4 Days (3 Nights) Ko Phi Phi to Phuket
Operated By: G Adventures
Departures: Oct 2023 to Apr 2024
Trip Styles: Small Group, Sailing, Short Break
Countries Visited: Thailand
Exclusive Savings
Save 28
From 1,224
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10 Day Sailing Italy to Croatia with G Adventures
Cruise

10 Days (9 Nights) Venice to Zadar
Operated By: G Adventures
Departures: May 2023 to Sep 2024
Trip Styles: Island Hopping, Sailing
Countries Visited: Slovenia, Italy, Croatia
Exclusive Savings
Save 55
From 2,576
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14 Day Sri Lanka & Maldives Adventure with G Adventures
Tour+Cruise

14 Days Negombo to Male
Operated By: G Adventures
Departures: Apr 2023 to Dec 2024
Trip Styles: Fully Guided, Locally Guided, Adventure, Small Group, Island Hopping, Sailing, Scenic / Sightseeing
Countries Visited: Sri Lanka, Maldives
Exclusive Savings
Save 101
From 4,115
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