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Sailing Trips Starting In January 2027, 2028 and 2029

Are you looking to embark on a sailing trip in January 2027, 2028 or 2029? Choose from 22 unique trip itineraries and 545 departures from the world's leading touring operators.
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22 Trips (545 Departures)
22 Trips (545 Departures)
Departures
Duration
4 Days
22 Days
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$1,100pp
$22,449pp
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14 Day Highlights of Sri Lanka with Maldive Dhoni Cruise (West Coast) with Explore Worldwide
Tour + Cruise
 (1)

14 Days Negombo to Male
Operator: Explore
Departures: Nov 2026 to Dec 2027
Trip Styles: Adventure, Sailing
Visits: Sri Lanka, Maldives
Exclusive Savings
From (Per Person)
A$5,456
Save 466
Per Person
View Trip
8 Day Sail Maldives with Intrepid Travel
Cruise

8 Days (7 Nights) Male to Male
Operator: Intrepid
Departures: Dec 2026 to Dec 2027
Visits: Maldives
Exclusive Savings
From (Per Person)
A$4,003
Save 584
Per Person
View Trip
12 Day Sail & Hike the Canary Islands with G Adventures
New ReleaseTour + Cruise

12 Days San Miguel de Abona to Costa Adeje
Operator: G Adventures
Departures: Jan 2027 to Dec 2027
Trip Styles: Adventure, Small Group, Sailing, Walking & Hiking
Visits: Spain
Exclusive Savings
From (Per Person)
A$3,231
Save 648
Per Person
View Trip
7 Day Phuket Sailing Adventure with Intrepid Travel
Cruise

7 Days (6 Nights) Phuket to Phuket
Operator: Intrepid
Departures: Nov 2026 to Apr 2028
Visits: Thailand
Exclusive Savings
From (Per Person)
A$2,636
Save 210
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)
A$1,200
Save 179
Per Person
View Trip
7 Day Sailing Thailand - Phuket to Phuket with G Adventures
Cruise

7 Days (6 Nights) Phuket to Phuket
Operator: G Adventures
Departures: Jan 2027 to Apr 2027
Visits: Thailand
Exclusive Savings
From (Per Person)
A$2,415
Save 543
Per Person
View Trip
7 Day Maldives Dhoni Explorer with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operator: G Adventures
Departures: Nov 2026 to Jan 2029
Visits: Maldives
Exclusive Savings
From (Per Person)
A$2,790
Save 1,033
Per Person
View Trip
22 Day Sri Lanka in Depth with Maldive Dhoni Cruise (Adams Peak) with Explore Worldwide
Tour + Cruise

22 Days Negombo to Male
Operator: Explore
Departures: Jan 2027 to Dec 2027
Trip Styles: Adventure, Small Group, Sailing
Visits: Sri Lanka, Maldives
Exclusive Savings
From (Per Person)
A$8,416
Save 645
Per Person
View Trip
8 Day Indonesia Sailing Adventure: Raja Ampat with Intrepid Travel
New ReleaseCruise

8 Days (7 Nights) Sorong to Sorong
Operator: Intrepid
Departures: Dec 2026 to Dec 2028
Visits: Indonesia
Exclusive Savings
From (Per Person)
A$4,939
Save 258
Per Person
View Trip
4 Day Sailing Thailand with G Adventures
Cruise

4 Days (3 Nights) Ko Phi Phi to Phuket
Operator: G Adventures
Departures: Jan 2027 to Apr 2027
Visits: Thailand
Exclusive Savings
From (Per Person)
A$1,457
Save 324
Per Person
View Trip
4 Day Sailing Thailand with G Adventures
Cruise

4 Days (3 Nights) Phuket to Ko Phi Phi
Operator: G Adventures
Departures: Jan 2027 to Apr 2027
Visits: Thailand
Exclusive Savings
From (Per Person)
A$1,457
Save 324
Per Person
View Trip
14 Day Essential India & Maldives Sailing with G Adventures
Tour + Cruise

14 Days Delhi to Male
Operator: G Adventures
Departures: Jan 2027 to Dec 2027
Trip Styles: Adventure, Small Group, Sailing
Visits: India, Maldives
Exclusive Savings
From (Per Person)
A$3,623
Save 831
Per Person
View Trip
8 Day Maldive Dhoni Cruise with Explore Worldwide
Cruise

8 Days (7 Nights) Male to Male
Operator: Explore
Departures: Nov 2026 to Dec 2027
Visits: Maldives
Exclusive Savings
From (Per Person)
A$3,212
Save 410
Per Person
View Trip
7 Day Sailing the Canary Islands with G Adventures
Cruise

7 Days (6 Nights) San Miguel de Abona to San Miguel de Abona
Operator: G Adventures
Departures: Nov 2026 to Apr 2028
Visits: Spain
Exclusive Savings
From (Per Person)
A$1,146
Save 803
Per Person
View Trip
10 Day Signature: Egypt's Cairo, Luxor & the Nile Valley with G Adventures
New ReleaseTour + River Cruise

10 Days Cairo to Cairo
Operator: G Adventures
Departures: Feb 2027 to Apr 2028
Rivers: Nile
Visits: Egypt
Exclusive Savings
From (Per Person)
A$11,759
Save 270
Per Person
View Trip
7 Day Egypt: Ancient Wonders & Temples of the Nile with G Adventures
New ReleaseTour

7 Days Cairo to Luxor
Operator: G Adventures
Departures: Dec 2026 to Jan 2028
Trip Styles: Adventure, Small Group, Sailing
Visits: Egypt
Exclusive Savings
From (Per Person)
A$4,056
Save 897
Per Person
View Trip
17 Day Signature: Egypt & Jordan's Ancient Wonders with G Adventures
New ReleaseTour + River Cruise

17 Days Cairo to Dead Sea
Operator: G Adventures
Departures: Feb 2027 to Apr 2028
Rivers: Nile
Visits: Egypt, Jordan
Exclusive Savings
From (Per Person)
A$19,893
Save 449
Per Person
View Trip
10 Day Egypt: Pyramids, Temples & the Nile with G Adventures
New ReleaseTour + River Cruise

10 Days Cairo to Cairo
Operator: G Adventures
Departures: Dec 2026 to Dec 2027
Rivers: Nile
Visits: Egypt
Exclusive Savings
From (Per Person)
A$6,482
Save 2,337
Per Person
View Trip
7 Day Maldives Dhoni Cruise with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operator: G Adventures
Departures: Nov 2026 to Dec 2027
Visits: Maldives
Exclusive Savings
From (Per Person)
A$2,057
Save 942
Per Person
View Trip
7 Day Maldives Cruise: Indian Ocean Dhoni Life with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operator: G Adventures
Departures: Dec 2026 to Jan 2028
Visits: Maldives
Exclusive Savings
From (Per Person)
A$2,114
Save 1,205
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: Nov 2026 to Apr 2028
Visits: Thailand
Exclusive Savings
From (Per Person)
A$1,372
Save 180
Per Person
View Trip
14 Day Sri Lanka & Maldives Adventure with G Adventures
Tour + Cruise

14 Days Negombo to Male
Operator: G Adventures
Departures: Dec 2026 to Dec 2028
Trip Styles: Adventure, Small Group, Island Hopping, Sailing
Visits: Sri Lanka, Maldives
Exclusive Savings
From (Per Person)
A$4,497
Save 1,032
Per Person
View Trip
Results: 22 results

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