Oahu Sailing Trips

11 experiences to discover

Explore the best sailing trips tours and activities in Oahu. Our unbiased ratings help you find the perfect experiences for your trip.

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4.58

Waikiki Private Catamaran Charter

From $900

1 provider live

Sail the stunning Waikiki coastline

Bluetooth Surround Sound

4.57

Honolulu Sailboat Charter

From $699

1 provider live

Sail the pristine waters of Honolulu

Lite refreshments including chips, water, and club soda

4.57

Waikiki Yacht Charter Sail

From $2000

1 provider live

Sail the stunning Waikiki coastline

Soda/Pop

4.55

Honolulu South Shore Sail Charter 90 Min

From $1000

1 provider live

Sail along the stunning south shore

Corona Beer, Maitais, Rum/Vodka/Gin/Whiskey Cocktails for adults only (21 and up *must show valid ID)

4.55

Waikiki Private Sailing Catamaran

From $1495

1 provider live

Sail the scenic Waikiki coastline

Filtered Water

4.55

Waikiki Private Sailing Catamaran

From $1595

1 provider live

Sail across Waikiki's stunning waters

Filtered Water

4.54

Honolulu Catamaran Charter with E Sea Diver 3 hr

From $3400

1 provider live

Sail on a panoramic multi-level deck catamaran

Bottled water

4.53

Waikiki Private Sailing Catamaran 2 hr

From $1150

1 provider live

Sail the stunning Waikiki coastline

Freshwater cockpit shower

4.49

Waikiki Beach Catamaran Sail

From $45

1 provider live

Sail off Waikiki Beach

Coronas, Maitais, Rum/Vodka Cocktails (for adults 21+ only with photo ID)

4.34

Oahu Whale Watching Sail

From $89

1 provider live

Witness majestic humpback whales

Full premium bar with tropical cocktails, beer, wine, soda, and juice

4.14

Waikiki Beach Catamaran Sail

From $53

1 provider live

Sail the stunning Waikiki coastline

Motion Sickness Aid