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Top 10 Best Hawaii Sailing Trips

Found 100 Sailing Trips activities in Hawaii. Sort by Popularity. - Page 5
 

Friday Night Waikiki Fireworks Sail

(3 of 1 review)

Sunset, Sailing and Fireworks! Highlights of Hawaii! Top Rated Sailing adventure in Waikiki. Enjoy a spectacular Hawaiian sunset and the Friday Night Fireworks onboard a luxury private yacht.... More

Free Cancellation
Private Tour
Start From $699.00
 
Friday Night Waikiki Fireworks Sail Likely to Sell Out

Friday Night Waikiki Fireworks Sail

  • Hawaii

Sunset, Sailing and Fireworks! Highlights of Hawaii! Top Rated Sailing adventure in Waikiki. Enjoy a....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

BYOB Friday Night Fireworks Cruise

(4.2 of 5 reviews)

BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki. You'll enjoy the view of the city lights and be in awe with this unobstructed view of fireworks from the water! With plenty of... More

Free Cancellation
Private Tour
Start From $138.95
 
BYOB Friday Night Fireworks Cruise Likely to Sell Out

BYOB Friday Night Fireworks Cruise

  • Hawaii
  • Exellent5 reviews4.2

BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki....

    Free Cancellation
    Private Tour
    Start From $138.95
 
 

Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii

(4.9 of 9 reviews)

Welcome to the only place in Hawaii where the spirit of ancient Hawaiian seafaring meets modern expectations on the pristine waters of the Kona coast. Immerse yourself in a unique and unforgettable experience as we invite you to j... More

Free Cancellation
Private Tour
Start From $125.00
 
Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii Likely to Sell Out

Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii

  • Hawaii
  • Superb9 reviews4.9

Welcome to the only place in Hawaii where the spirit of ancient Hawaiian seafaring meets modern expe....

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

Private Whale Watching Sailing Adventure

(3.5 of 2 reviews)

From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback whales. Departing near Waikiki, enjoy a leisurely sail against the majestic backdrop of Diamond Head as you scan the water for maj... More

Free Cancellation
Private Tour
Start From $695.00
 
Private Whale Watching Sailing Adventure Likely to Sell Out

Private Whale Watching Sailing Adventure

  • Hawaii
  • Good2 reviews3.5

From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback ....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

1.5-Hour Koa Kai Adventure Whale Watch

(5 of 1 review)

Experience an up-close encounter with our winter residents, the Humpback Whale! These beautiful creatures return to Maui every year to birth their young. During this trip, you will get a chance to hear the whale’s unique songs a... More

Free Cancellation
Private Tour
Start From $109.00
 
1.5-Hour Koa Kai Adventure Whale Watch Likely to Sell Out

1.5-Hour Koa Kai Adventure Whale Watch

  • Hawaii
  • Superb1 review5

Experience an up-close encounter with our winter residents, the Humpback Whale! These beautiful crea....

    Free Cancellation
    Private Tour
    Start From $109.00
 
 

Morning Sail With the Whales Ma'alaea

(5 of 8 reviews)

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More

Free Cancellation
Private Tour
Start From $91.89
 
Morning Sail With the Whales Ma'alaea Likely to Sell Out

Morning Sail With the Whales Ma'alaea

  • Hawaii
  • Superb8 reviews5

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....

    Free Cancellation
    Private Tour
    Start From $91.89
 
 

Private South Shore Sail Charter

(5 of 2 reviews)

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and enjoy complimentary drinks while getting the ocean breeze, some Hawaiian sunshine, and even a splash or two! Experience the south ... More

Free Cancellation
Private Tour
Start From $1,000.00
 
Private South Shore Sail Charter Likely to Sell Out

Private South Shore Sail Charter

  • Hawaii
  • Superb2 reviews5

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and ....

    Free Cancellation
    Private Tour
    Start From $1,000.00
 
 

Afternoon Sail With the Whales from Ma'alaea Harbor

(5 of 2 reviews)

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More

Free Cancellation
Private Tour
Start From $91.89
 
Afternoon Sail With the Whales from Ma'alaea Harbor Likely to Sell Out

Afternoon Sail With the Whales from Ma'alaea Harbor

  • Hawaii
  • Superb2 reviews5

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....

    Free Cancellation
    Private Tour
    Start From $91.89
 
 

Private Swim and Sail Charter (Kewalo Harbor)

(5 of 2 reviews)

A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). This experience is customization in its duration and activity *Viewing marine life is not guaranteed but we do... More

Free Cancellation
Private Tour
Start From $1,800.00
 
Private Swim and Sail Charter (Kewalo Harbor) Likely to Sell Out

Private Swim and Sail Charter (Kewalo Harbor)

  • Hawaii
  • Superb2 reviews5

A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and....

    Free Cancellation
    Private Tour
    Start From $1,800.00
 
 

Waikiki private Day Tour and Sunset sail for couples

(5 of 7 reviews)

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples on their honeymoon, celebrating an Anniversary, or just in love, celebrating ... More

Free Cancellation
Private Tour
Start From $300.00
 
Waikiki private Day Tour and Sunset sail for couples Likely to Sell Out

Waikiki private Day Tour and Sunset sail for couples

  • Hawaii
  • Superb7 reviews5

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This privat....

    Free Cancellation
    Private Tour
    Start From $300.00
 
 

Private Sunset Sailing Tour

(5 of 7 reviews)

Waikiki is gorgeous at sunset. Bring a few friends or family and get away from the crowds. Your small party can enjoy a view of the skyline, Diamond Head, and the expansive horizon as the sun sets during our 2 hour Sail. We are ... More

Free Cancellation
Private Tour
Start From $400.00
 
Private Sunset Sailing Tour Likely to Sell Out

Private Sunset Sailing Tour

  • Hawaii
  • Superb7 reviews5

Waikiki is gorgeous at sunset. Bring a few friends or family and get away from the crowds. Your smal....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

Early Sail with the Whales from Ma'alaea Harbor

(3.3 of 3 reviews)

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More

Free Cancellation
Private Tour
Start From $91.89
 
Early Sail with the Whales from Ma'alaea Harbor Likely to Sell Out

Early Sail with the Whales from Ma'alaea Harbor

  • Hawaii
  • Good3 reviews3.3

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....

    Free Cancellation
    Private Tour
    Start From $91.89
 
 

Waikiki Coast Sunrise Sailing Experience

(4.9 of 25 reviews)

Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no ... More

Free Cancellation
Private Tour
Start From $250.00
 
Waikiki Coast Sunrise Sailing Experience Likely to Sell Out

Waikiki Coast Sunrise Sailing Experience

  • Hawaii
  • Superb25 reviews4.9

Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, ....

    Free Cancellation
    Private Tour
    Start From $250.00
 
 

Private Charter Snorkel Sail Adventure off Kaanapali Beach

(4.9 of 25 reviews)

PRIVATE CHARTER - While snorkeling along West Maui’s coastline, experience warm waters abundant with sea life. You will see a variety of tropical fish, and if you’re lucky, an endangered Hawaiian Green Sea turtle called a ‘H... More

Free Cancellation
Private Tour
Start From $6,301.24
 
Private Charter Snorkel Sail Adventure off Kaanapali Beach Likely to Sell Out

Private Charter Snorkel Sail Adventure off Kaanapali Beach

  • Hawaii
  • Superb25 reviews4.9

PRIVATE CHARTER - While snorkeling along West Maui’s coastline, experience warm waters abundant wi....

    Free Cancellation
    Private Tour
    Start From $6,301.24
 
 

Private Morning Ceremony Sailing Charter

(4.9 of 25 reviews)

This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, and more. We offer this experience at a discounted rate to accommodate groups wanting to do private charters in the morning to celeb... More

Free Cancellation
Private Tour
Start From $1,000.00
 
Private Morning Ceremony Sailing Charter Likely to Sell Out

Private Morning Ceremony Sailing Charter

  • Hawaii
  • Superb25 reviews4.9

This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, an....

    Free Cancellation
    Private Tour
    Start From $1,000.00
 
 

Private Luxury Sailboat Charters of Honolulu

(4.9 of 25 reviews)

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. While aboard this fully renovated 41' vessel, view the most treasured maritime life and landscapes of Oahu on a Day Sail and create gr... More

Special Offer
Free Cancellation
Private Tour
Start From $594.15
(Saving 15% ) $699.00
 
-15% Private Luxury Sailboat Charters of Honolulu Likely to Sell Out

Private Luxury Sailboat Charters of Honolulu

  • Hawaii
  • Superb25 reviews4.9

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. Whil....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $594.15
    (Saving 15% ) $699.00
 
 

Ali'i Catamaran Snorkel and Sail Adventure

(4.9 of 25 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
Private Tour
Start From $276.00
 
 Ali'i Catamaran Snorkel and Sail Adventure Likely to Sell Out

Ali'i Catamaran Snorkel and Sail Adventure

  • Hawaii
  • Superb25 reviews4.9

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

    Free Cancellation
    Private Tour
    Start From $276.00
 
 

Kanoa Yacht Charter: 2-Hour Sail off Waikiki

(4.9 of 25 reviews)

Start your luxurious voyage at Kewalo Basin Harbor, located at 1025 Ala Moana Blvd - Pier E, Slip 223. With prime parking on-site, your journey begins the moment you arrive. For those without wheels, don't fret! The dock is a quic... More

Free Cancellation
Private Tour
Start From $2,000.00
 
Kanoa Yacht Charter: 2-Hour Sail off Waikiki Likely to Sell Out

Kanoa Yacht Charter: 2-Hour Sail off Waikiki

  • Hawaii
  • Superb25 reviews4.9

Start your luxurious voyage at Kewalo Basin Harbor, located at 1025 Ala Moana Blvd - Pier E, Slip 22....

    Free Cancellation
    Private Tour
    Start From $2,000.00
 
 

2 Hours Small Group Fireworks Night in Waikiki

(4.9 of 25 reviews)

Enjoy a relaxing sail to Diamond head and Experience an unforgettable evening with Friday fireworks in small intimate group . See this vibrant display from a whole new perspective as the colorful lights reflect off the sea. Kick b... More

Free Cancellation
Private Tour
Start From $549.00
 
2 Hours Small Group Fireworks Night in Waikiki Likely to Sell Out

2 Hours Small Group Fireworks Night in Waikiki

  • Hawaii
  • Superb25 reviews4.9

Enjoy a relaxing sail to Diamond head and Experience an unforgettable evening with Friday fireworks ....

    Free Cancellation
    Private Tour
    Start From $549.00
 
 

2-Hour Adventure in Waikiki Water Park Adventure

(5 of 1 review)

We offer an unbeatable all inclusive three-hour on the water experience. You get unlimited access to all of our brand-new premium water toys, amazing views of Waikiki and Diamond Head, and an included lunch! This is an alcohol-fre... More

Free Cancellation
Private Tour
Start From $127.00
 
2-Hour Adventure in Waikiki Water Park Adventure Likely to Sell Out

2-Hour Adventure in Waikiki Water Park Adventure

  • Hawaii
  • Superb1 review5

We offer an unbeatable all inclusive three-hour on the water experience. You get unlimited access to....

    Free Cancellation
    Private Tour
    Start From $127.00
 
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