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Top 10 Best Oahu Sailing Trips

Found 70 Sailing Trips activities in Oahu. Sort by Popularity. - Page 2
 

Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

(4.6 of 250 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

  • Oahu
  • Superb250 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

(4.5 of 8 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

  • Oahu
  • Exellent8 reviews4.5

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% Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

(4.6 of 24 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

Special Offer
Free Cancellation
Start From $119.95
(Saving inf% ) $0.00
 
-inf% Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

  • Oahu
  • Superb24 reviews4.6

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

    Special Offer
    Free Cancellation
    Start From $119.95
    (Saving inf% ) $0.00
 
 

Waikiki small group turtle snorkeling & sailing

(5 of 90 reviews)

Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples or families who are up at the crack of dawn during their Hawaiian vacation due to time zone changes. As we start out our tour from ... More

Special Offer
Free Cancellation
Start From $99.00
(Saving inf% ) $0.00
 
-inf% Waikiki small group turtle snorkeling & sailing Likely to Sell Out

Waikiki small group turtle snorkeling & sailing

  • Oahu
  • Superb90 reviews5

Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples o....

    Special Offer
    Free Cancellation
    Start From $99.00
    (Saving inf% ) $0.00
 
 

Hilton Hawaiian Village Turtle Snorkel with Optional Lunch

(4.6 of 38 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

Special Offer
Free Cancellation
Start From $109.95
(Saving inf% ) $0.00
 
-inf% Hilton Hawaiian Village Turtle Snorkel with Optional Lunch Likely to Sell Out

Hilton Hawaiian Village Turtle Snorkel with Optional Lunch

  • Oahu
  • Superb38 reviews4.6

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

    Special Offer
    Free Cancellation
    Start From $109.95
    (Saving inf% ) $0.00
 
 

Waikiki: Fireworks Cruise from Beach & Cocktail Open Bar | Oahu

(4.8 of 57 reviews)

Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village display from the best seat on Oahu—the water. Every Friday night, you’ll glide along the coastline and experience an exclusive o... More

Special Offer
Free Cancellation
Start From $72.00
(Saving 20% ) $90.01
 
-20% Waikiki: Fireworks Cruise from Beach & Cocktail Open Bar | Oahu Likely to Sell Out

Waikiki: Fireworks Cruise from Beach & Cocktail Open Bar | Oahu

  • Oahu
  • Superb57 reviews4.8

Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village di....

    Special Offer
    Free Cancellation
    Start From $72.00
    (Saving 20% ) $90.01
 
 

South Shore Open Sail from Kewalo Harbor Including Drinks

(4.8 of 23 reviews)

Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconic catamarans in Honolulu! Our sails always have complimentary drinks (alcoholic beverages available for adults 21+ with valid ID o... More

Special Offer
Free Cancellation
Start From $47.50
(Saving inf% ) $0.00
 
-inf% South Shore Open Sail from Kewalo Harbor Including Drinks Likely to Sell Out

South Shore Open Sail from Kewalo Harbor Including Drinks

  • Oahu
  • Superb23 reviews4.8

Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconi....

    Special Offer
    Free Cancellation
    Start From $47.50
    (Saving inf% ) $0.00
 
 

2 Hour Swim, Snorkel & Sail (Kewalo Harbor)

(5 of 2 reviews)

A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). Our snorkel, swim and sail is the perfect combination of warm sun, refreshing salty water, and b... More

Special Offer
Free Cancellation
Start From $70.00
(Saving inf% ) $0.00
 
-inf% 2 Hour Swim, Snorkel & Sail (Kewalo Harbor) Likely to Sell Out

2 Hour Swim, Snorkel & Sail (Kewalo Harbor)

  • Oahu
  • Superb2 reviews5

A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolph....

    Special Offer
    Free Cancellation
    Start From $70.00
    (Saving inf% ) $0.00
 
 

Oahu: 3 Hours - Kane‘ohe Sandbar Splash and Snorkeling Adventure

(3 of 4 reviews)

Discover an unforgettable side of O‘ahu most visitors never experience! Our Kāneʻohe Sandbar Splash & Snorkeling Adventure takes you beyond Waikiki to the serene waters of Kāneʻohe Bay, framed by the dramatic Ko‘olau mount... More

Special Offer
Free Cancellation
Start From $155.93
(Saving inf% ) $0.00
 
-inf% Oahu: 3 Hours - Kane‘ohe Sandbar Splash and Snorkeling Adventure Likely to Sell Out

Oahu: 3 Hours - Kane‘ohe Sandbar Splash and Snorkeling Adventur....

  • Oahu

Discover an unforgettable side of O‘ahu most visitors never experience! Our Kāneʻohe Sandbar Spl....

    Special Offer
    Free Cancellation
    Start From $155.93
    (Saving inf% ) $0.00
 
 

Private Catamaran Charter in Waikiki (1-6 Guests)

(5 of 23 reviews)

Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large lounging nets on the front of the boat, as well as 2 small nets on the back of the boat. Not only does Hawa... More

Special Offer
Free Cancellation
Private Tour
Start From $900.00
(Saving inf% ) $0.00
 
-inf% Private Catamaran Charter in Waikiki (1-6 Guests) Likely to Sell Out

Private Catamaran Charter in Waikiki (1-6 Guests)

  • Oahu
  • Superb23 reviews5

Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $900.00
    (Saving inf% ) $0.00
 
 

Oahu: Turtle Canyon Snorkel | Waikiki Beach - 12PM Snorkel & Sail

(4.8 of 316 reviews)

What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim with amazing green sea turtles, beautiful tropical fish, and other incredible marine life? Our snorkel guides help you feel confid... More

Special Offer
Free Cancellation
Private Tour
Start From $67.81
(Saving 20% ) $84.77
 
-20% Oahu: Turtle Canyon Snorkel | Waikiki Beach - 12PM Snorkel & Sail Likely to Sell Out

Oahu: Turtle Canyon Snorkel | Waikiki Beach - 12PM Snorkel & Sail

  • Oahu
  • Superb316 reviews4.8

What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $67.81
    (Saving 20% ) $84.77
 
 

Private Catamaran Sunset Sail in Waikiki

(5 of 10 reviews)

Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foot catamaran, Hawaiian Style, has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large ... More

Special Offer
Free Cancellation
Private Tour
Start From $900.00
(Saving inf% ) $0.00
 
-inf% Private Catamaran Sunset Sail in Waikiki Likely to Sell Out

Private Catamaran Sunset Sail in Waikiki

  • Oahu
  • Superb10 reviews5

Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foo....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $900.00
    (Saving inf% ) $0.00
 
 

Waikiki Friday Night Fireworks Cruise + Fireworks Festival 3/15

(4.5 of 31 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
Private Tour
Start From $60.00
(Saving inf% ) $0.00
 
-inf% Waikiki Friday Night Fireworks Cruise + Fireworks Festival 3/15 Likely to Sell Out

Waikiki Friday Night Fireworks Cruise + Fireworks Festival 3/15

  • Oahu
  • Exellent31 reviews4.5

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $60.00
    (Saving inf% ) $0.00
 
 

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

(4.7 of 17 reviews)

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē‘ahi), crystal blue waters, a gorgeous sunset, and from December-March, of course, the annual humpback whales!... More

Special Offer
Free Cancellation
Private Tour
Start From $70.00
(Saving inf% ) $0.00
 
-inf% Waikiki Sunset Cruise Catamaran Boat Tour on Oahu Likely to Sell Out

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

  • Oahu
  • Superb17 reviews4.7

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $70.00
    (Saving inf% ) $0.00
 
 

Sunset sail Aboard Manakai Catamaran

(5 of 16 reviews)

Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Woody Brown—a true piece of Hawaiian sailing history. With a smaller guest capacity and open-deck layout, it offers an intimate, lai... More

Special Offer
Free Cancellation
Private Tour
Start From $49.82
(Saving inf% ) $0.00
 
-inf% Sunset sail Aboard Manakai Catamaran Likely to Sell Out

Sunset sail Aboard Manakai Catamaran

  • Oahu
  • Superb16 reviews5

Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Wood....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $49.82
    (Saving inf% ) $0.00
 
 

Private Oahu Sunset Charter with Tasting and Drinks

(5 of 50 reviews)

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people while enjoying the West Oahu Sunset on this 2.5-hour experience. There’s more than enoug... More

Special Offer
Free Cancellation
Private Tour
Start From $1,413.61
(Saving inf% ) $0.00
 
-inf% Private Oahu Sunset Charter with Tasting and Drinks Likely to Sell Out

Private Oahu Sunset Charter with Tasting and Drinks

  • Oahu
  • Superb50 reviews5

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,413.61
    (Saving inf% ) $0.00
 
 

Friday Night Firework Cruise in Waikiki

(4.7 of 29 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
Private Tour
Start From $69.99
(Saving inf% ) $0.00
 
-inf% Friday Night Firework Cruise in Waikiki Likely to Sell Out

Friday Night Firework Cruise in Waikiki

  • Oahu
  • Superb29 reviews4.7

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
    Private Tour
    Start From $69.99
    (Saving inf% ) $0.00
 
 

Waikiki Beach Whale Watching: Catamaran Sail & Open Bar

(5 of 13 reviews)

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while searching for dolphins and sea turtles in their natural habitat.... More

Special Offer
Free Cancellation
Private Tour
Start From $53.36
(Saving inf% ) $0.00
 
-inf% Waikiki Beach Whale Watching: Catamaran Sail & Open Bar Likely to Sell Out

Waikiki Beach Whale Watching: Catamaran Sail & Open Bar

  • Oahu
  • Superb13 reviews5

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $53.36
    (Saving inf% ) $0.00
 
 

Waikiki Turtle Snorkeling Adventure(8am)

(4.9 of 9 reviews)

Embark on a delightful journey through Oahu's pristine waters on a luxurious and comfortable catamaran. Our Turtle Snorkeling Package offers a unique opportunity to snorkel with friendly turtles in the heart of Waikiki's picturesq... More

Special Offer
Free Cancellation
Private Tour
Start From $100.00
(Saving inf% ) $0.00
 
-inf% Waikiki Turtle Snorkeling Adventure(8am) Likely to Sell Out

Waikiki Turtle Snorkeling Adventure(8am)

  • Oahu
  • Superb9 reviews4.9

Embark on a delightful journey through Oahu's pristine waters on a luxurious and comfortable catamar....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $100.00
    (Saving inf% ) $0.00
 
 

Honolulu Sailing and Snorkeling Activity

(4.9 of 9 reviews)

You’re guaranteed to see an array of endemic reef fish, colorful corals, and other unique marine creatures that call the Hawaiian islands home.... More

Special Offer
Free Cancellation
Private Tour
Start From $105.00
(Saving inf% ) $0.00
 
-inf% Honolulu Sailing and Snorkeling Activity Likely to Sell Out

Honolulu Sailing and Snorkeling Activity

  • Oahu
  • Superb9 reviews4.9

You’re guaranteed to see an array of endemic reef fish, colorful corals, and other unique marine c....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $105.00
    (Saving inf% ) $0.00
 
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