Home > Travel Styles > Adventure Tours > Sailing Trips > October 2026

Sailing Trips Starting In October 2026

Are you looking to embark on a sailing trip in October 2026? Choose from 18 unique trip itineraries and 687 departures from the world's leading touring operators.
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Departures (October 2026)
< September 2026 November 2026 >
Duration
7 Days
26 Days
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Price
$800pp
$9,990pp
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18 Trips (687 Trip Departures)
26 Day Total Indonesia with TruTravels
New ReleaseTour + Cruise

26 Days Medan to Labuan Bajo
Operated By: TruTravels
Departures: Apr 2025 to Oct 2026
Trip Styles: Small Group, 18-30's, Island Hopping, Sailing, Scenic
Countries Visited: Indonesia
Just Go Sale
Save (per person) 1,820
From (per person) 3,975
View Trip
8 Day Maldive Dhoni Cruise with Explore!
Cruise

8 Days (7 Nights) Male to Male
Operated By: Explore!
Departures: Mar 2025 to Dec 2026
Countries Visited: Maldives
Exclusive Deal
Save (per person) 345
From (per person) 3,077
View Trip
7 Day Maldives Dhoni Explorer with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: May 2025 to Jan 2027
Countries Visited: Maldives
Exclusive Savings
Save (per person) 70
From (per person) 2,939
View Trip
8 Day Sailing Croatia with G Adventures
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operated By: G Adventures
Departures: Apr 2025 to Oct 2026
Countries Visited: Croatia
February Sale
Save (per person) 578
From (per person) 2,043
View Trip
9 Day Komodo Island Hopper with TruTravels
New ReleaseTour + Cruise

9 Days Kuta to Labuan Bajo
Operated By: TruTravels
Departures: Apr 2025 to Nov 2026
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping, Sailing, Scenic
Countries Visited: Indonesia
Just Go Sale
Save (per person) 612
From (per person) 1,338
View Trip
14 Day Essential India & Maldives Sailing with G Adventures
Tour + Cruise

14 Days Delhi to Male
Operated By: G Adventures
Departures: May 2025 to Dec 2026
Trip Styles: Adventure, Small Group, Sailing
Countries Visited: India, Maldives
February Sale
Save (per person) 925
From (per person) 3,151
View Trip
8 Day Sailing Greece - Mykonos to Athens with G Adventures
Cruise

8 Days (7 Nights) Mykonos to Athens
Operated By: G Adventures
Departures: Apr 2025 to Oct 2026
Countries Visited: Greece
Exclusive Savings
Save (per person) 42
From (per person) 1,763
View Trip
18 Day Sri Lanka with Maldives Cruise: Spice Gardens & Seasides with G Adventures
Tour + Cruise

18 Days Negombo to Male
Operated By: G Adventures
Departures: May 2025 to Dec 2026
Trip Styles: Small Group, 18-30's, Sailing
Countries Visited: Sri Lanka, Maldives
February Sale
Save (per person) 950
From (per person) 3,444
View Trip
18 Day Bali & Beyond with TruTravels
New ReleaseTour + Cruise

18 Days Canggu to Labuan Bajo
Operated By: TruTravels
Departures: Apr 2025 to Nov 2026
Trip Styles: Small Group, 18-30's, Island Hopping, Sailing, Scenic
Countries Visited: Indonesia
Just Go Sale
Save (per person) 972
From (per person) 2,123
View Trip
8 Day Sailing Croatia with G Adventures
Cruise

8 Days (7 Nights) Dubrovnik to Split
Operated By: G Adventures
Departures: Apr 2025 to Oct 2026
Countries Visited: Croatia
February Sale
Save (per person) 578
From (per person) 2,043
View Trip
10 Day Egypt: Pyramids, Temples & the Nile with G Adventures
New ReleaseRiver Cruise

10 Days Cairo to Cairo
Operated By: G Adventures
Departures: Mar 2025 to Dec 2026
Rivers: Nile
Countries Visited: Egypt
Last Minute OfferLatest Offer
Save (per person) 1,689
From (per person) 6,430
View Trip
14 Day Sri Lanka & Maldives Adventure with G Adventures
Tour + Cruise

14 Days Negombo to Male
Operated By: G Adventures
Departures: Jun 2025 to Dec 2026
Trip Styles: Adventure, Small Group, Island Hopping, Sailing
Countries Visited: Sri Lanka, Maldives
February Sale
Save (per person) 1,123
From (per person) 3,801
View Trip
8 Day Montenegro Sailing with G Adventures
Cruise

8 Days (7 Nights) Dubrovnik to Dubrovnik
Operated By: G Adventures
Departures: Apr 2025 to Oct 2026
Countries Visited: Montenegro, Croatia
February Sale
Save (per person) 578
From (per person) 2,043
View Trip
7 Day Maldives Cruise: Indian Ocean Dhoni Life with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Feb 2025 to Jan 2027
Countries Visited: Maldives
February Sale
Save (per person) 630
From (per person) 2,058
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: Jun 2025 to Oct 2026
Countries Visited: Greece
Exclusive Savings
Save (per person) 42
From (per person) 1,812
View Trip
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: Aug 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Sailing
Countries Visited: Sri Lanka, Maldives
Exclusive DealSolo Traveller Offer
Save (per person) 369
From (per person) 5,547
View Trip
7 Day Maldives Dhoni Cruise with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Mar 2025 to Jan 2027
Countries Visited: Maldives
Exclusive Savings
Save (per person) 61
From (per person) 2,547
View Trip
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: Sep 2025 to Nov 2026
Trip Styles: Adventure, Small Group, Sailing
Countries Visited: Sri Lanka, Maldives
Exclusive DealSolo Traveller Offer
Save (per person) 401
From (per person) 7,987
View Trip
Results: 18 results

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