Hawaii Sailing Trips

Hawaii Sailing Trips

Cruises, Sailing & Water Tours See all

Only Show: Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Duck Tours | Lunch Cruises | Night Cruises | Sailing Trips | Submarine Tours | Sunset Cruises

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Molokini Sail and Snorkel Adventure

5 star rating: Highly Recommended 83 Reviews

Cruise to Molokini and snorkel into a crescent-shaped submerged volcanic crater! Discover the beautiful coral reefs and tropical fish underneath the water, ...  Read more

Location: Maui, Hawaii
Duration: 5 hours

From USD $117.52

Na Pali Coast Kauai Snorkel and Sail

5 star rating: Highly Recommended 39 Reviews

Come aboard this Na Pali snorkeling trip where lush valleys and cliffs await. As you head to your destination, your crew will entertain you with ...  Read more

Location: Kauai, Hawaii
Duration: 5 hours 30 minutes

From USD $142.94

Luxury Catamaran Cruise from Oahu

4 star rating: Recommended 24 Reviews

Take a 2-hour sail through the waters of Hawaii on one of the fastest & most luxurious catamarans in Honolulu. Cruise the coast and open ...  Read more

Location: Waikiki, Oahu
Duration: 2 hours

From USD $69.00

Big Island Snorkel Cruise Along Kohala Coast

5 star rating: Highly Recommended 15 Reviews

Discover the best snorkeling off the Kohala Coast on this 3.5-hour Big Island snorkel cruise. Aboard a comfortable catamaran, admire Hawaii's ...  Read more

Location: Waikoloa Village, Hawaii
Duration: 3 hours 30 minutes

From USD $146.99

Royal Feast Dinner Sail

5 star rating: Highly Recommended 6 Reviews

Come aboard Alii Nui, a luxurious sailing catamaran, and experience the Royal Feast Sunset Dinner Sail. Alii Nui and her expert crew treat you to a ...  Read more

Location: Maalaea, Hawaii
Duration: 2 hours 30 minutes

From USD $179.00

Teralani Sunset Maui Cocktail Sail

4.5 star rating: Recommended 7 Reviews

This relaxing Maui cocktail cruise takes you between the islands of Lanai and Molokai, for a stunning picture-perfect sunset. Unwind with your ...  Read more

Location: Maui, Hawaii
Duration: 2 hours

From USD $71.50

Oahu Combo Adventure: Bike, Sail and Snorkel

5 star rating: Highly Recommended 29 Reviews

Bike, sail & snorkel on Oahu on this exhilarating combo tour! Explore lush rainforest and sparkling ocean all in one day! Roundtrip Waikiki hotel ...  Read more

Location: Waikiki, Oahu
Duration: 5 hours 30 minutes

From USD $110.00

Catamaran Sailing and Snorkel Adventure on Kaneohe Bay

Sail and snorkel in Oahu's Kaneohe Bay during a 3-hour cruise aboard a small catamaran. Set sail from He’eia State Park with your expert guide and visit ...  Read more

Location: Oahu, Hawaii
Duration: 4 hours

From USD $171.99

Honolua Bay Snorkel Sail

Come aboard Maui's newest luxury sailing catamaran and cruise along the beautiful Ka’anapali Coastline to the breathtaking waters of Honolua Bay, one of ...  Read more

Location: Lahaina, Hawaii
Duration: 6 hours

From USD $137.96

Romantic Sunset Sail

Come aboard Alii Nui and get the Royal Treatment. Alii Nui and her expert crew will treat you to a truly memorable evening. Heavy appetizers and a ...  Read more

Location: Maalaea, Hawaii
Duration: 2 hours

From USD $139.00

Snorkel and Catamaran Sail

During the summer months, North Shore Catamaran Charters offers snorkeling and sailing tours in the beautiful waters of the North Shore of Oahu. Our Hawaii ...  Read more

Location: Haleiwa, Hawaii
Duration: Flexible

From USD $86.17

Kepoikai Catamaran Charter

Cruise off the Waikiki Beach with your friends and family!  Ideal for special get together.  Up to 37 passengers can come onboard. 

Location: Honolulu, Hawaii
Duration: 60 minutes

From USD $1,047.12

Hawaiian Outrigger Canoe Sailing Adventure in Kane'ohe Bay

Experience this authentic Hawaiian outrigger canoe sailing adventure in beautiful Kane'ohe Bay. Explore the home of the "sunken island" Kane'ohe ...  Read more

Location: Kaneohe, Hawaii
Duration: 4 hours

From USD $185.09

Waikiki Panorama Sail

A scenic sail great for photos and sightseeing. The sail starts at the hip Kewalo-Kakaako district, down to the Ala Moana Beach shoreline, and finishes along ...  Read more

Location: Honolulu, Hawaii
Duration: 90 minutes

From USD $65.00
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Only Show: Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Duck Tours | Lunch Cruises | Night Cruises | Sailing Trips | Submarine Tours | Sunset Cruises

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