Hawaii
Sailing Trips

Hawaii : Cruises, Sailing & Water Tours

Molokini Sail and Snorkel Adventure

77 reviews

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

  • Location: Maui, Hawaii
  • Duration: 5 hours
From USD $109.99

Na Pali Coast Kauai Snorkel and Sail

34 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 stories of ...  More info

  • Location: Kauai, Hawaii
  • Duration: 5 hours 30 minutes
From USD $139.99

Teralani Sunset Maui Cocktail Sail

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 ...  More info

  • Location: Maui, Hawaii
  • Duration: 2 hours
From USD $71.50

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 full, open ...  More info

  • Location: Maalaea, Hawaii
  • Duration: 2 hours
From USD $139.00

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 Maui’s ...  More info

  • Location: Lahaina, Hawaii
  • Duration: 6 hours
From USD $137.96

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.  More info

  • Location: Honolulu, Hawaii
  • Duration: 60 minutes
From USD $1,047.12

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 ...  More info

  • Location: Honolulu, Hawaii
  • Duration: 90 minutes
From USD $65.00

Luxury Catamaran Cruise from Oahu

25 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 ...  More info

  • Location: Waikiki, Oahu
  • Duration: 2 hours
From USD $69.00

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 ...  More info

  • Location: Oahu, Hawaii
  • Duration: 4 hours
From USD $171.99

Whalewatch Sail Lahaina

Experience Maui's top-rated whalewatch with the experts on Maui's newest, eco-friendly sailing catamaran, that offers maximum space and comfort with optimum ...  More info

  • Location: Lahaina, Hawaii
  • Duration: 2 hours
From USD $56.51

Sail With the Whales from Anaeho'omalu Bay

This tour combines real coastal sailing on a legendary catamaran with the biggest party guests of all...the Humpback Whales! This tour also includes ...  More info

  • Location: Waikoloa Village, Hawaii
  • Duration: 2 hours
From USD $99.00

Royal Feast Dinner Sail

5 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 truly ...  More info

  • Location: Maalaea, Hawaii
  • Duration: 2 hours 30 minutes
From USD $179.00

Oahu Combo Adventure: Bike, Sail and Snorkel

27 reviews

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

  • Location: Waikiki, Oahu
  • Duration: 5 hours 30 minutes
From USD $110.00

Big Island Snorkel Cruise Along Kohala Coast

14 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 postcard-worthy ...  More info

  • Location: Waikoloa Village, Hawaii
  • Duration: 3 hours 30 minutes
From USD $146.99

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 ...  More info

  • Location: Kaneohe, Hawaii
  • Duration: 4 hours
From USD $185.09

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