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Top 10 Best Hawaii Sailing Trips

Found 107 Sailing Trips activities in Hawaii. Sort by Popularity. - Page 3
 

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

(4.5 of 64 reviews)

Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-built for the Hilton Hawaiian Village Waikiki Beach Resort. See the island like never before as you set sail from the only pier in W... More

Free Cancellation
Start From $119.95
 
Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

  • Hawaii
  • Exellent64 reviews4.5

Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-bui....

    Free Cancellation
    Start From $119.95
 
 

Hilton Hawaiian Village Turtle Snorkel with Optional Lunch

(4.5 of 73 reviews)

Swim with turtles and fish, while enjoying the crystal blue topical waters. Sail the scenic Waikiki coastline and snorkel at Turtle Canyon. Our eco-conscious cruise lets you see whales (December through March), fish, even green s... More

Free Cancellation
Start From $109.95
 
Hilton Hawaiian Village Turtle Snorkel with Optional Lunch

Hilton Hawaiian Village Turtle Snorkel with Optional Lunch

  • Hawaii
  • Exellent73 reviews4.5

Swim with turtles and fish, while enjoying the crystal blue topical waters. Sail the scenic Waikiki....

    Free Cancellation
    Start From $109.95
 
 

Polynesian Canoe Day Sail

(4.9 of 29 reviews)

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and b... More

Free Cancellation
Start From $200.00
 
Polynesian Canoe Day Sail

Polynesian Canoe Day Sail

  • Hawaii
  • Superb29 reviews4.9

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....

    Free Cancellation
    Start From $200.00
 
 

The Nāpali Coast Snorkel Excursion

(4.8 of 582 reviews)

Set sail for a once-in-a-lifetime adventure along Kauai’s iconic Na Pali Coast. This five-hour catamaran journey combines spectacular sightseeing, exciting snorkeling, and all-inclusive comfort, making it the top choice for fami... More

Free Cancellation
Start From $292.48
 
The Nāpali Coast Snorkel Excursion

The Nāpali Coast Snorkel Excursion

  • Hawaii
  • Superb582 reviews4.8

Set sail for a once-in-a-lifetime adventure along Kauai’s iconic Na Pali Coast. This five-hour cat....

    Free Cancellation
    Start From $292.48
 
 

2-Hour Oahu Sunset Catamaran Sail

(4.8 of 144 reviews)

Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran from the beautiful Ko Olina Marina on Oahu. Sip a cocktail and enjoy warm wind in your hair as you scan for dolphins and listen for ... More

Free Cancellation
Start From $130.00
 
2-Hour Oahu Sunset Catamaran Sail

2-Hour Oahu Sunset Catamaran Sail

  • Hawaii
  • Superb144 reviews4.8

Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran fr....

    Free Cancellation
    Start From $130.00
 
 

Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

(4.6 of 251 reviews)

Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well as ample seating and shade on board. Knowledgeable staff with plenty of interesting whale information Convenient location walking... More

Free Cancellation
Start From $79.00
 
Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

  • Hawaii
  • Superb251 reviews4.6

Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well a....

    Free Cancellation
    Start From $79.00
 
 
-10% Waikiki Fireworks Cocktail Cruise

Waikiki Fireworks Cocktail Cruise

(4.6 of 9 reviews)

Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a beautiful fireworks cruise that will give you a night to remember.... More

Special Offer
Free Cancellation
Start From $76.58
(Saving 10% ) $85.09
 
-10% Waikiki Fireworks Cocktail Cruise

Waikiki Fireworks Cocktail Cruise

  • Hawaii
  • Superb9 reviews4.6

Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a b....

    Special Offer
    Free Cancellation
    Start From $76.58
    (Saving 10% ) $85.09
 
 
-inf% Friday Night Firework Cruise in Waikiki

Friday Night Firework Cruise in Waikiki

(4.8 of 35 reviews)

After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fireworks explode over the city’s skyline, truly making this the ultimate party experience. Enjoy the Premium drinks of your choice ... More

Special Offer
Free Cancellation
Start From $69.99
(Saving inf% ) $0.00
 
-inf% Friday Night Firework Cruise in Waikiki

Friday Night Firework Cruise in Waikiki

  • Hawaii
  • Superb35 reviews4.8

After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fire....

    Special Offer
    Free Cancellation
    Start From $69.99
    (Saving inf% ) $0.00
 
 
-inf% Waikoloa Catamaran Snorkel Sail Including Lunch

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

Special Offer
Free Cancellation
Start From $189.00
(Saving inf% ) $0.00
 
-inf% Waikoloa Catamaran Snorkel Sail Including Lunch

Waikoloa Catamaran Snorkel Sail Including Lunch

  • Hawaii
  • Superb112 reviews4.7

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

    Special Offer
    Free Cancellation
    Start From $189.00
    (Saving inf% ) $0.00
 
 
-inf% Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast

(4.9 of 265 reviews)

As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your very own piece of paradise. Just far away enough from the bustling travelers and crowded beaches, the crystal-clear water will br... More

Special Offer
Free Cancellation
Start From $49.99
(Saving inf% ) $0.00
 
-inf% Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast

  • Hawaii
  • Superb265 reviews4.9

As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your....

    Special Offer
    Free Cancellation
    Start From $49.99
    (Saving inf% ) $0.00
 
 
-inf% Waikiki Sunset Cruise from Oahu

Waikiki Sunset Cruise from Oahu

(4.7 of 76 reviews)

Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks and a submerged glass-bottom viewing room, you’ll have an ideal vantage point to observe marine life such as dolphins, whales, sea... More

Special Offer
Free Cancellation
Start From $45.00
(Saving inf% ) $0.00
 
-inf% Waikiki Sunset Cruise from Oahu

Waikiki Sunset Cruise from Oahu

  • Hawaii
  • Superb76 reviews4.7

Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks an....

    Special Offer
    Free Cancellation
    Start From $45.00
    (Saving inf% ) $0.00
 
 
-inf% Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

(4.7 of 976 reviews)

Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On Board Bar. When you trust Moana Sailing Co. for your snorkel adventure, you’re choosing the tour with the most professionalis... More

Special Offer
Free Cancellation
Start From $84.99
(Saving inf% ) $0.00
 
-inf% Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventu....

  • Hawaii
  • Superb976 reviews4.7

Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On....

    Special Offer
    Free Cancellation
    Start From $84.99
    (Saving inf% ) $0.00
 
 
-inf% Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

(4.7 of 68 reviews)

Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour from rainforest to reef combines views high above Honolulu to snorkeling off a catamaran off Waikiki. Explore lush rainforest and... More

Special Offer
Free Cancellation
Start From $196.63
(Saving inf% ) $0.00
 
-inf% Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

  • Hawaii
  • Superb68 reviews4.7

Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour....

    Special Offer
    Free Cancellation
    Start From $196.63
    (Saving inf% ) $0.00
 
 
-inf% Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value

Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value

(4.8 of 261 reviews)

-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sail in Waikiki -Direct beach boarding — no harbor shuttle, no bus, no wasted time -Sail toward Diamond Head on the famous Waikiki ... More

Special Offer
Free Cancellation
Start From $53.36
(Saving inf% ) $0.00
 
-inf% Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value

Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value

  • Hawaii
  • Superb261 reviews4.8

-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sai....

    Special Offer
    Free Cancellation
    Start From $53.36
    (Saving inf% ) $0.00
 
 
-inf% Waikiki 2 Hour Sunset Whale Watching Cruise Sightings Guaranteed

Waikiki 2 Hour Sunset Whale Watching Cruise Sightings Guaranteed

(4.5 of 90 reviews)

Experience the breathtaking beauty of nature with our Sunset Whale Watch excursion. Join us for an unforgettable journey as we set sail into the golden hues of the evening sky, where you'll have the chance to witness majestic whal... More

Special Offer
Free Cancellation
Start From $67.97
(Saving inf% ) $0.00
 
-inf% Waikiki 2 Hour Sunset Whale Watching Cruise Sightings Guaranteed

Waikiki 2 Hour Sunset Whale Watching Cruise Sightings Guaranteed

  • Hawaii
  • Exellent90 reviews4.5

Experience the breathtaking beauty of nature with our Sunset Whale Watch excursion. Join us for an u....

    Special Offer
    Free Cancellation
    Start From $67.97
    (Saving inf% ) $0.00
 
 
-inf% Waikiki Friday Night Fireworks Cruise

Waikiki Friday Night Fireworks Cruise

(4.6 of 32 reviews)

Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insights on local culture, marine life, and island tips. Bring your favorite beverages and join us for Waikiki's weekly fireworks displ... More

Special Offer
Free Cancellation
Start From $60.00
(Saving inf% ) $0.00
 
-inf% Waikiki Friday Night Fireworks Cruise

Waikiki Friday Night Fireworks Cruise

  • Hawaii
  • Superb32 reviews4.6

Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insig....

    Special Offer
    Free Cancellation
    Start From $60.00
    (Saving inf% ) $0.00
 
 
-inf% Kona Tradewind Catamaran Day Sail

Kona Tradewind Catamaran Day Sail

(4.8 of 51 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

Special Offer
Free Cancellation
Start From $89.00
(Saving inf% ) $0.00
 
-inf% Kona Tradewind Catamaran Day Sail

Kona Tradewind Catamaran Day Sail

  • Hawaii
  • Superb51 reviews4.8

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

    Special Offer
    Free Cancellation
    Start From $89.00
    (Saving inf% ) $0.00
 
 
-inf% Honolua Snorkel Sail from Lahaina

Honolua Snorkel Sail from Lahaina

(4.9 of 61 reviews)

Sail to the storied waters of Honolua Bay, long valued in Hawaiian culture and now protected as a Marine Life Conservation District. Along the way, watch for wild dolphins, then snorkel among Hawaiian green sea turtles in this vib... More

Special Offer
Free Cancellation
Start From $180.92
(Saving inf% ) $0.00
 
-inf% Honolua Snorkel Sail from Lahaina

Honolua Snorkel Sail from Lahaina

  • Hawaii
  • Superb61 reviews4.9

Sail to the storied waters of Honolua Bay, long valued in Hawaiian culture and now protected as a Ma....

    Special Offer
    Free Cancellation
    Start From $180.92
    (Saving inf% ) $0.00
 
 
-inf% Waikiki Turtle Snorkeling Adventure(8am)

Waikiki Turtle Snorkeling Adventure(8am)

(5 of 133 reviews)

Discover an all-in-one Waikiki ocean adventure with our Turtle Snorkeling Tour. Cruise aboard our spacious and comfortable catamaran to Turtle Canyon, where you’ll have the opportunity to snorkel with Hawaiian green sea turtles ... More

Special Offer
Free Cancellation
Start From $100.00
(Saving inf% ) $0.00
 
-inf% Waikiki Turtle Snorkeling Adventure(8am)

Waikiki Turtle Snorkeling Adventure(8am)

  • Hawaii
  • Superb133 reviews5

Discover an all-in-one Waikiki ocean adventure with our Turtle Snorkeling Tour. Cruise aboard our sp....

    Special Offer
    Free Cancellation
    Start From $100.00
    (Saving inf% ) $0.00
 
 
-inf% Maui Sunset Sail

Maui Sunset Sail

(4.6 of 224 reviews)

Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing catamaran, Ocean Spirit. It’s the perfect way to expe... More

Special Offer
Free Cancellation
Start From $137.82
(Saving inf% ) $0.00
 
-inf% Maui Sunset Sail

Maui Sunset Sail

  • Hawaii
  • Superb224 reviews4.6

Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunse....

    Special Offer
    Free Cancellation
    Start From $137.82
    (Saving inf% ) $0.00
 
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