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2 Week Sailing Trips

Explore our 2 week sailing trips with 2 of the world's leading sailing trip operators. November, January and March are the most popular months to join a trip and we have 71 departures available and 4 unique itineraries to choose from.
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4 Trips (71 Departures)
4 Trips (71 Departures)
Departures
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Price
$3,300pp
$6,340pp
Countries
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 437
Per Person
View Trip
14 Day Sri Lanka & Maldives Adventure with G Adventures
Tour + Cruise

14 Days Negombo to Male
Operator: G Adventures
Departures: Oct 2026 to Dec 2027
Trip Styles: Adventure, Small Group, Island Hopping, Sailing
Visits: Sri Lanka, Maldives
Exclusive Savings
From (Per Person)
A$4,497
Save 1,335
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 1,075
Per Person
View Trip
14 Day Highlights of Sri Lanka with Maldive Dhoni Cruise (East Coast) with Explore Worldwide
Tour + Cruise

14 Days Negombo to Male
Operator: Explore
Departures: Aug 2027 to Oct 2027
Trip Styles: Adventure, Small Group, Sailing
Visits: Maldives, Sri Lanka
Exclusive Savings
From (Per Person)
A$5,493
Save 415
Per Person
View Trip
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Trip Lengths

7 Day 10 Day 2 Week

Departure Months

September October November December January February March April June July August
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