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Top Oceania Sailing Trips

121 Results
Sydney Harbour Tall Ship Twilight Dinner Cruise

Step aboard the beautiful Southern Swan or the magnificent Soren Larsen and set sail on this twilight dinner cruise like the early settlers all those years ago. There is …More

Sydney, Australia

Step aboard the beautiful Southern Swan or the magnificent Soren Larsen and set sail on this twilight dinner cruise like the early settlers all those years ago. There is...

2 hours Free Cancellation
4.4 (458)
from
$62
Whitsundays Sunset Sailing Cruise

Slip into the unique sunset sail in style on a 62ft gaff-rigged topsail schooner, an American Bluenose a replica of the Grand Banks fishing boats …More

Airlie Beach, Australia

Slip into the unique sunset sail in style on a 62ft gaff-rigged topsail schooner, an American Bluenose a replica of the Grand Banks fishing boats...

2 hours Free Cancellation
4.4 (320)
from
$67
Sydney Harbour Tall Ship Afternoon Discovery Cruise

Board one of our traditional tall ships Southern Swan or the impressive Soren Larsen and discover the sights and sounds of Sydney on a unique …More

Sydney, Australia

Board one of our traditional tall ships Southern Swan or the impressive Soren Larsen and discover the sights and sounds of Sydney on a unique...

1 hour 30 minutes
4.6 (280)
from
$49
Wavedancer Low Isles Great Barrier Reef Sailing Cruise

Low Isles is an idyllic, unspoilt coral cay island just one hour's sailing from Port Douglas aboard the 30 metre sailing catamaran, Wavedancer. With snorkelling …More

Port Douglas, Australia

Low Isles is an idyllic, unspoilt coral cay island just one hour's sailing from Port Douglas aboard the 30 metre sailing catamaran, Wavedancer. With snorkelling...

7 hours Free Cancellation
4.7 (262)
from
$167
3.5 hours Sunset Cruise in Broome

There's nothing quite as perfect as watching an iconic Broome sunset aboard our catamaran. With a vibrant owner operated crew, you will be expertly looked …More

Broome, Australia

There's nothing quite as perfect as watching an iconic Broome sunset aboard our catamaran. With a vibrant owner operated crew, you will be expertly looked...

3 hours 30 minutes Hotel pickup offered Free Cancellation
4.6 (234)
from
$110
Providence Whitehaven Beach Sailing and Snorkeling Cruise

Experience the Whitsundays aboard a 62-ft gaff-rigged schooner, one of the few tall ships to regularly visit Whitehaven Beach. Get involved with handling the sails …More

Airlie Beach, Australia

Experience the Whitsundays aboard a 62-ft gaff-rigged schooner, one of the few tall ships to regularly visit Whitehaven Beach. Get involved with handling the sails...

9 hours Hotel pickup offered Free Cancellation
4.4 (189)
from
$154
Great Barrier Reef & Michaelmas Cay Sailing Cruise from Cairns

Sail from Cairns aboard a luxury sailing catamaran to Michaelmas Cay, a picturesque sand cay on Great Barrier Reef. Encircled by fringing reef of beautiful …More

Cairns & the Tropical North, Australia

Sail from Cairns aboard a luxury sailing catamaran to Michaelmas Cay, a picturesque sand cay on Great Barrier Reef. Encircled by fringing reef of beautiful...

8 hours 30 minutes Free Cancellation
4.7 (153)
from
$202
Auckland Harbour Sailing Experience

Relax under sail on Auckland's beautiful Waitemata Harbour while on board our 50ft harbour cruising yacht. You are able to sit back and relax while …More

Auckland, New Zealand

Relax under sail on Auckland's beautiful Waitemata Harbour while on board our 50ft harbour cruising yacht. You are able to sit back and relax while...

1 hour 30 minutes Free Cancellation
4.5 (96)
from
$66
Excursion to Tetiaroa by Catamaran Visit Lunch Snorkeling

Discover Tetiaroa with the largest and fastest maxi catamarans in Polynesia, the qualified guide will accompany you during the trip on the island of Tetiaroa. …More

Likely to Sell Out
Likely to Sell Out
Papeete, French Polynesia

Discover Tetiaroa with the largest and fastest maxi catamarans in Polynesia, the qualified guide will accompany you during the trip on the island of Tetiaroa....

11 hours Free Cancellation
4.4 (49)
from
$220
Lady Enid Sunset Sail Airlie Beach - Adults Only

A sail on board Lady Enid is like no other in Airlie Beach. A cut above, Lady Enid is the only premium Adults Only tour …More

Airlie Beach, Australia

A sail on board Lady Enid is like no other in Airlie Beach. A cut above, Lady Enid is the only premium Adults Only tour...

2 hours Free Cancellation
4.7 (48)
from
$74
Funtastic Catamaran Cruise and Snorkel of Great Keppel Islands

Avoid the crowds on our small group all-inclusive Full Day and Sunset Cruises with us, the perfect way to experience the magnificent Keppel Islands departing …More

Avoid the crowds on our small group all-inclusive Full Day and Sunset Cruises with us, the perfect way to experience the magnificent Keppel Islands departing...

7 hours Free Cancellation
4.6 (42)
from
$123
Prima - Overnight Sailing Experience of the Whitsundays

The homely monohull sailing yacht Prima offers you the best in a Whitsunday Islands adventure. With only 12 guests on board, leave the crowds behind …More

Airlie Beach, Australia

The homely monohull sailing yacht Prima offers you the best in a Whitsunday Islands adventure. With only 12 guests on board, leave the crowds behind...

2 days
4.7 (42)
from
$408
Cruise, Walk, and Sail in Abel Tasman National Park

Explore the National Park with a morning water taxi, a short walk and an afternoon sail. Board your water taxi for 10.30 am departure from …More

Nelson, New Zealand

Explore the National Park with a morning water taxi, a short walk and an afternoon sail. Board your water taxi for 10.30 am departure from...

6 hours Free Cancellation
4.7 (36)
from
$122
Wavedancer Low Isles Great Barrier Reef Sailing Cruise from Cairns

Low Isles is an idyllic, unspoilt coral cay island just one hour's sailing from Port Douglas aboard the 30 metre sailing catamaran, Wavedancer. With snorkelling …More

Port Douglas, Australia

Low Isles is an idyllic, unspoilt coral cay island just one hour's sailing from Port Douglas aboard the 30 metre sailing catamaran, Wavedancer. With snorkelling...

10 hours Hotel pickup offered Free Cancellation
4.5 (27)
from
$228
Capt Cook Cruises Super Saver Combo: Day Sail + Dinner Cruise

Bundle and save with this Super Saver Combo Deal: Experience the real Fiji on the Island and Reef Day Sail + Sunset Dinner Cruise. This …More

Denarau Island, Fiji

Bundle and save with this Super Saver Combo Deal: Experience the real Fiji on the Island and Reef Day Sail + Sunset Dinner Cruise. This...

2 days Hotel pickup offered Free Cancellation
4.5 (25)
from
$200
Sydney Harbour Tall Ship Pirate Cruise Experience

Come dressed as pirates and join Captain Pineapple and his crew aboard a real pirate ship Southern Swan or the magnificent Soren Larsen for the …More

Sydney, Australia

Come dressed as pirates and join Captain Pineapple and his crew aboard a real pirate ship Southern Swan or the magnificent Soren Larsen for the...

1 hour 30 minutes
4.7 (14)
from
$49
Anchorage Walk and Sail

Start your day with a 3.5 - 4 hour freedom walk along the Abel Tasman Coastal Track through native forest to Anchorage Bay. At 1.15 …More

Motueka, New Zealand

Start your day with a 3.5 - 4 hour freedom walk along the Abel Tasman Coastal Track through native forest to Anchorage Bay. At 1.15...

8 hours Free Cancellation
4.6 (11)
from
$87
Private Tour Whale Watching Half Day Tour

Embark on an engaged and animal-friendly tour with an experienced crew who will analyze the behavior of animals and make gentle approaches. A private tour …More

Embark on an engaged and animal-friendly tour with an experienced crew who will analyze the behavior of animals and make gentle approaches. A private tour...

4 hours Free Cancellation
4.4 (8)
from
$1,320
Yacht Charter - Luxury Yacht Calypso

Calypso is perfect for a day out sailing and relaxing on stunning Sydney Harbour. The high bulwarks and safety rails and the excellent sun protection …More

Sydney, Australia

Calypso is perfect for a day out sailing and relaxing on stunning Sydney Harbour. The high bulwarks and safety rails and the excellent sun protection...

4 hours
from
$1,964
Private Hamilton Island Luxury Day Sailing Cruise up to 28 guests

Private charter for up to 28 guests enjoying a day sailing on a LUXURY Yacht visiting the most popular locations in the Whitsundays. The crew …More

The Whitsundays & Hamilton Island, Australia

Private charter for up to 28 guests enjoying a day sailing on a LUXURY Yacht visiting the most popular locations in the Whitsundays. The crew...

1 day
from
$4,266

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