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Sailing Trips Starting In December 2026 and 2027

Are you looking to embark on a sailing trip in December 2026 or 2027? Choose from 19 unique trip itineraries and 589 departures from the world's leading touring operators.
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19 Trips (589 Departures)
19 Trips (589 Departures)
Departures
Duration
4 Days
22 Days
Regions
Trip Styles
Budget
Start & End Cities
Operators
Price
$900pp
$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, Small Group, Sailing
Visits: Sri Lanka, Maldives
Exclusive Savings
From (Per Person)
A$5,456
Save 471
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: Oct 2026 to Apr 2028
Visits: Spain
Exclusive Savings
From (Per Person)
A$1,624
Save 325
Per Person
View Trip
14 Day Sri Lanka & Maldives Adventure with G Adventures
Tour + Cruise

14 Days Negombo to Male
Operator: G Adventures
Departures: Jul 2026 to Dec 2027
Trip Styles: Adventure, Small Group, Island Hopping, Sailing
Visits: Sri Lanka, Maldives
Exclusive Savings
From (Per Person)
A$3,968
Save 1,431
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: Sep 2026 to Jan 2028
Visits: Maldives
Exclusive Savings
From (Per Person)
A$2,057
Save 742
Per Person
View Trip
8 Day Maldive Dhoni Cruise with Explore Worldwide
Cruise

8 Days (7 Nights) Male to Male
Operator: Explore
Departures: Aug 2026 to Dec 2027
Visits: Maldives
Exclusive Savings
From (Per Person)
A$2,911
Save 329
Per Person
View Trip
7 Day Maldives Dhoni Cruise with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operator: G Adventures
Departures: Sep 2026 to Dec 2027
Visits: Maldives
Exclusive Savings
From (Per Person)
A$2,057
Save 742
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: Jan 2027 to Dec 2027
Rivers: Nile
Visits: Egypt, Jordan
Exclusive Savings
From (Per Person)
A$19,893
Save 449
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$8,035
Save 634
Per Person
View Trip
7 Day Maldives Dhoni Explorer with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operator: G Adventures
Departures: Jul 2026 to Dec 2027
Visits: Maldives
Exclusive Savings
From (Per Person)
A$2,195
Save 1,004
Per Person
View Trip
8 Day Sail Maldives with Intrepid Travel
Cruise

8 Days (7 Nights) Male to Male
Operator: Intrepid
Departures: Jul 2026 to Dec 2027
Visits: Maldives
Exclusive Savings
From (Per Person)
A$2,912
Save 1,522
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$1,066
Save 508
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: Sep 2026 to Dec 2027
Rivers: Nile
Visits: Egypt
Exclusive Savings
From (Per Person)
A$5,791
Save 2,088
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: Sep 2026 to Jan 2028
Trip Styles: Adventure, Small Group, Sailing
Visits: Egypt
Exclusive Savings
From (Per Person)
A$3,606
Save 993
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$1,989
Save 948
Per Person
View Trip
14 Day Essential India & Maldives Sailing with G Adventures
Tour + Cruise

14 Days Delhi to Male
Operator: G Adventures
Departures: Sep 2026 to Dec 2027
Trip Styles: Adventure, Small Group, Sailing
Visits: India, Maldives
Exclusive Savings
From (Per Person)
A$3,370
Save 1,000
Per Person
View Trip
22 Day Sri Lanka in Depth with Maldive Dhoni Cruise (Horton Plains) with Explore Worldwide
Tour + Cruise

22 Days Negombo to Male
Operator: Explore
Departures: Aug 2026 to Nov 2027
Trip Styles: Adventure, Small Group, Sailing
Visits: Sri Lanka, Maldives
Exclusive Savings
From (Per Person)
A$7,742
Save 848
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$984
Save 487
Per Person
View Trip
18 Day Sri Lanka with Maldives Cruise: Spice Gardens & Seasides with G Adventures
Tour + Cruise

18 Days Negombo to Male
Operator: G Adventures
Departures: Sep 2026 to Dec 2027
Trip Styles: Small Group, 18-30's, Sailing
Visits: Sri Lanka, Maldives
Exclusive Savings
From (Per Person)
A$3,762
Save 1,037
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: Jan 2027 to Dec 2027
Rivers: Nile
Visits: Egypt
Exclusive Savings
From (Per Person)
A$11,759
Save 270
Per Person
View Trip
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