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Top 10 Best Big Island of Hawaii Sailing Trips

Found 13 Sailing Trips activities in Big Island of Hawaii. Sort by Popularity.
 

Kona Signature Catamaran Sunset Sail

(4.8 of 366 reviews)

End your day in paradise with a sunset sail along the beautiful Kona Coast aboard the Spirit of Aloha. Enjoy panoramic views of the ocean and coastline as the sky transforms with vibrant hues of orange, pink and gold. Relax on d... More

Free Cancellation
Start From $109.00
 
Kona Signature Catamaran Sunset Sail

Kona Signature Catamaran Sunset Sail

  • Big Island of Hawaii
  • Superb366 reviews4.8

End your day in paradise with a sunset sail along the beautiful Kona Coast aboard the Spirit of Aloh....

    Free Cancellation
    Start From $109.00
 
 

Waikoloa Signature Catamaran Sunset Sail

(4.7 of 420 reviews)

End your day in paradise with a relaxing sunset cruise along Waikoloa’s beautiful Kohala Coast. Departing from Anaeho‘omalu Bay, the Spirit of Aloha catamaran offers a smooth, comfortable ride with panoramic views of Mauna Kea... More

Free Cancellation
Start From $159.00
 
Waikoloa Signature Catamaran Sunset Sail

Waikoloa Signature Catamaran Sunset Sail

  • Big Island of Hawaii
  • Superb420 reviews4.7

End your day in paradise with a relaxing sunset cruise along Waikoloa’s beautiful Kohala Coast. De....

    Free Cancellation
    Start From $159.00
 
 

Kona Morning Snorkel to Captain Cook Monument at Kealakekua Bay

(4.9 of 580 reviews)

• Kealakekua Bay Marine Life Conservation District — 60-80 ft visibility, protected since 1969 • World Famous Captain Cook Monument at Kealakekua Bay • Red Hill Area lava arches — underwater volcanic terrain, weather per... More

Free Cancellation
Start From $178.72
 
Kona Morning Snorkel to Captain Cook Monument at Kealakekua Bay

Kona Morning Snorkel to Captain Cook Monument at Kealakekua Bay

  • Big Island of Hawaii
  • Superb580 reviews4.9

• Kealakekua Bay Marine Life Conservation District — 60-80 ft visibility, protected since 1969 â....

    Free Cancellation
    Start From $178.72
 
 

Kona Afternoon Snorkel to Captain Cook Monument at Kealakekua Bay

(4.9 of 740 reviews)

Depart Keauhou Bay at 2:00 PM aboard the Hoku Nui — Sea Paradise’s 50-foot luxury sailing catamaran — and sail to the World Famous Captain Cook Monument at Kealakekua Bay, a Marine Life Conservation District on the Kona Coas... More

Free Cancellation
Start From $135.64
 
Kona Afternoon Snorkel to Captain Cook Monument at Kealakekua Bay

Kona Afternoon Snorkel to Captain Cook Monument at Kealakekua Bay

  • Big Island of Hawaii
  • Superb740 reviews4.9

Depart Keauhou Bay at 2:00 PM aboard the Hoku Nui — Sea Paradise’s 50-foot luxury sailing catama....

    Free Cancellation
    Start From $135.64
 
 

Kona Manta Ray Night Snorkel — 85–95% Sighting Rate

(4.8 of 761 reviews)

• 85–95% manta ray sighting rate at Manta Village, Kona • Return free within 7 days if no mantas seen — space available • Owner Richard Kersten pioneered the large-vessel manta ray snorkel format • Named resident manta... More

Free Cancellation
Start From $141.03
 
Kona Manta Ray Night Snorkel — 85–95% Sighting Rate

Kona Manta Ray Night Snorkel — 85–95% Sighting Rate

  • Big Island of Hawaii
  • Superb761 reviews4.8

• 85–95% manta ray sighting rate at Manta Village, Kona • Return free within 7 days if no mant....

    Free Cancellation
    Start From $141.03
 
 

Kona Morning Snorkel to Captain Cook Monument at Kealakekua Bay

(4.9 of 484 reviews)

Sail south from Keauhou Bay on the Hoku Nui, Sea Paradise’s 50-foot luxury sailing catamaran, to the World Famous Captain Cook Monument at Kealakekua Bay — a Marine Life Conservation District of 315 acres protected since 1969,... More

Free Cancellation
Start From $178.72
 
Kona Morning Snorkel to Captain Cook Monument at Kealakekua Bay

Kona Morning Snorkel to Captain Cook Monument at Kealakekua Bay

  • Big Island of Hawaii
  • Superb484 reviews4.9

Sail south from Keauhou Bay on the Hoku Nui, Sea Paradise’s 50-foot luxury sailing catamaran, to t....

    Free Cancellation
    Start From $178.72
 
 

Kona Tradewind Catamaran Day Sail

(4.8 of 50 reviews)

Experience the beauty of the Kona Coast from a new perspective aboard the Spirit of Aloha sailing catamaran. Feel the trade winds fill the sails as you glide across the water, taking in panoramic views of volcanic cliffs, sparklin... More

Free Cancellation
Start From $89.00
 
Kona Tradewind Catamaran Day Sail

Kona Tradewind Catamaran Day Sail

  • Big Island of Hawaii
  • Superb50 reviews4.8

Experience the beauty of the Kona Coast from a new perspective aboard the Spirit of Aloha sailing ca....

    Free Cancellation
    Start From $89.00
 
 

Waikoloa Catamaran Snorkel Sail Including Lunch

(4.7 of 112 reviews)

Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautiful Kohala Coast. Aboard the spacious Spirit of Aloha catamaran, enjoy a smooth, comfortable ride to one of the region’s best sno... More

Free Cancellation
Start From $189.00
 
Waikoloa Catamaran Snorkel Sail Including Lunch

Waikoloa Catamaran Snorkel Sail Including Lunch

  • Big Island of Hawaii
  • Superb112 reviews4.7

Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautif....

    Free Cancellation
    Start From $189.00
 
 

Kona Afternoon Snorkel to Captain Cook Monument at Kealakekua Bay

(4.9 of 255 reviews)

• Kealakekua Bay Marine Life Conservation District — 60-80 ft visibility, protected since 1969 • World Famous Captain Cook Monument at Kealakekua Bay • Spinner dolphins, eagle rays and dense tropical reef fish • Trade wi... More

Free Cancellation
Start From $135.64
 
Kona Afternoon Snorkel to Captain Cook Monument at Kealakekua Bay

Kona Afternoon Snorkel to Captain Cook Monument at Kealakekua Bay

  • Big Island of Hawaii
  • Superb255 reviews4.9

• Kealakekua Bay Marine Life Conservation District — 60-80 ft visibility, protected since 1969 â....

    Free Cancellation
    Start From $135.64
 
 

Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

(5 of 721 reviews)

Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the horizon for dolphins and whales (seasonal) from our shaded cabin or sunny splash nets. Snorkel calm waters and lush coral gardens u... More

Free Cancellation
Start From $189.00
 
Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

  • Big Island of Hawaii
  • Superb721 reviews5

Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the h....

    Free Cancellation
    Start From $189.00
 
 

Sunset and Manta Ray Snorkel Adventure

(4.9 of 872 reviews)

Our most popular tour!  Watch a legendary Kona sunset from our spacious 50’ catamaran as you sail the Kona coast, followed by the adventure of a lifetime - snorkeling with the majestic manta rays!  Upon arriving, receive an in... More

Free Cancellation
Start From $154.51
 
Sunset and Manta Ray Snorkel Adventure

Sunset and Manta Ray Snorkel Adventure

  • Big Island of Hawaii
  • Superb872 reviews4.9

Our most popular tour!  Watch a legendary Kona sunset from our spacious 50’ catamaran as you sail....

    Free Cancellation
    Start From $154.51
 
 

Afternoon Ali'i Adventure

(5 of 6 reviews)

Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowded tours, we limit our trips to a maximum of 22 guests, allowing for a semi-private experience aboard our spacious 50' catamaran. ... More

Free Cancellation
Start From $276.00
 
Afternoon Ali'i Adventure

Afternoon Ali'i Adventure

  • Big Island of Hawaii
  • Superb6 reviews5

Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowd....

    Free Cancellation
    Start From $276.00
 
 

Kona Coast Luxury Private Yacht Charter

(5 of 6 reviews)

Indulge in a personalized sailing experience aboard the luxurious 51-ft Lagoon catamaran, No Wiki. This private charter offers an unforgettable journey along the stunning Kona Coast, where you can snorkel vibrant reefs or simply r... More

Free Cancellation
Private Tour
Start From $1,195.00
 
Kona Coast Luxury Private Yacht Charter

Kona Coast Luxury Private Yacht Charter

  • Big Island of Hawaii
  • Superb6 reviews5

Indulge in a personalized sailing experience aboard the luxurious 51-ft Lagoon catamaran, No Wiki. T....

    Free Cancellation
    Private Tour
    Start From $1,195.00
 
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