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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 (1,497 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 2,249
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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 678
From 1,546
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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
Europe Summer Sale
Save 1,358
From 1,558
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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: May 2024 to May 2025
Trip Styles: Adventure, Small Group, Sailing, Short Break, Walking & Hiking
Countries Visited: Australia
From 4,450
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14 Day Highlights of Sri Lanka with Maldive Dhoni Cruise (East Coast) with Explore!
Tour + Cruise

14 Days Negombo to Male
Operated By: Explore!
Departures: Jul 2024 to Oct 2025
Trip Styles: Adventure, Small Group, Sailing
Countries Visited: Sri Lanka, Maldives
Getaway Sale
Save 564
From 5,146
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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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8 Day Sail Greece: Santorini to Mykonos with Intrepid Travel
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operated By: Intrepid Travel
Departures: May 2024 to Oct 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Greece
Limited Time Sale
Save 679
From 1,691
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22 Day Sri Lanka in Depth with Maldive Dhoni Cruise (Horton Plains) with Explore!
Tour + Cruise

22 Days Negombo to Male
Operated By: Explore!
Departures: Jul 2024 to Nov 2025
Trip Styles: Adventure, Small Group, Sailing
Countries Visited: Sri Lanka, Maldives
Getaway Sale
Save 817
From 7,043
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4 Day Sail Italy with Intrepid Travel
Cruise

4 Days (3 Nights) Procida to Amalfi
Operated By: Intrepid Travel
Departures: May 2024 to Sep 2024
Trip Styles: Group, Island Hopping, Sailing, Short Break
Countries Visited: Italy
Limited Time Sale
Save 513
From 1,170
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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: May 2024 to Jan 2026
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Maldives
Exclusive Savings
Save 59
From 2,498
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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 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
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16 Day Premium Turkey & The Cyclades Islands with Intrepid Travel
Tour + Cruise

16 Days Istanbul to Santorini
Operated By: Intrepid Travel
Departures: May 2024 to Sep 2024
Trip Styles: Adventure, Small Group, Island Hopping, Sailing
Countries Visited: Turkey, Greece
Limited Time Sale
Save 1,452
From 11,864
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8 Day Amalfi Coast Sailing Adventure with Intrepid Travel
Cruise

8 Days (7 Nights) Procida to Procida
Operated By: Intrepid Travel
Departures: May 2024 to Sep 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Italy
Limited Time Sale
Save 1,121
From 2,656
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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: Apr 2024 to Apr 2025
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Spain
Exclusive Savings
Save 39
From 1,763
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18 Day Bali & Beyond with TruTravels
New ReleaseTour + Cruise

18 Days Canggu to Labuan Bajo
Operated By: TruTravels
Departures: Apr 2024 to Nov 2025
Trip Styles: Small Group, 18-30's, Island Hopping, Sailing, Scenic
Countries Visited: Indonesia
Exclusive Deal
Save 1,178
From 2,572
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8 Day Turkish Sailing with Contiki
Cruise

8 Days (7 Nights) Fethiye to Fethiye
Operated By: Contiki
Departures: May 2024 to Oct 2025
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Turkey
Exclusive Savings
Save 373
From 1,354
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7 Day Maldives Dhoni Cruise with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: May 2024 to Dec 2025
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Maldives
Exclusive Deal
Save 541
From 2,058
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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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10 Day Sailing Italy to Croatia with G Adventures
Cruise

10 Days (9 Nights) Venice to Zadar
Operated By: G Adventures
Departures: May 2024 to Sep 2025
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Slovenia, Italy, Croatia
Exclusive DealLast Minute Offer
Save 1,153
From 1,686
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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 2024 to Dec 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Thailand
Exclusive Savings
Save 63
From 2,773
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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 Croatia Sailing Adventure: Dubrovnik to Split with Intrepid Travel
Cruise

8 Days (7 Nights) Dubrovnik to Split
Operated By: Intrepid Travel
Departures: May 2024 to Sep 2024
Trip Styles: Group, Island Hopping, Sailing
Countries Visited: Croatia
Limited Time Sale
Save 919
From 2,152
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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 Montenegro Sailing Adventure from Dubrovnik with Intrepid Travel
Cruise

8 Days (7 Nights) Dubrovnik to Dubrovnik
Operated By: Intrepid Travel
Departures: May 2024 to Sep 2024
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Croatia, Montenegro
Limited Time Sale
Save 912
From 2,218
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10 Day Egypt: Pyramids, Temples & the Nile with G Adventures
New ReleaseRiver Cruise

10 Days Cairo to Cairo
Operated By: G Adventures
Departures: Oct 2024 to Dec 2025
Rivers: Nile
Countries Visited: Egypt
Exclusive Savings
Save 162
From 7,202
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8 Day Maldive Dhoni Cruise with Explore!
Cruise

8 Days (7 Nights) Male to Male
Operated By: Explore!
Departures: Jul 2024 to Dec 2025
Trip Styles: Small Group, Island Hopping, Sailing
Countries Visited: Maldives
Getaway Sale
Save 455
From 2,805
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