Hawaii Sailing Adventures

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Experience a morning of diving in and exploring Hawaii's pristine waters in this Big Island snorkeling tour! This highly acclaimed Spirit of Aloha catamaran adventure features a leisurely trip out to the open ocean to see marine animals such as dolphins, turtles, exotic fishes – and even whales. Truly a great experience from start to finish! Details
1 Reviews
$159.00 $157.79
You Save: $1.21
When you purchase a Go Oahu Pass, you’ll receive 65% off admission for 30+ of Oahu’s most popular attractions, activities, and tours. From Pearl Harbor to snorkeling, kayaking to paddleboarding, and so much more, you’ll explore Oahu the right way and save money at the same time. All 3, 5, or 7-day passes include free admission to a bonus Oahu attraction! Details
1 Reviews
$99.00
A four-hour deluxe sightseeing dinner cruise in Kauai, the Kauai Sea Tours Na Pali Sightsee Sunset Dinner Cruise Aboard the Lucky Lady offers an afternoon filled with playful dolphins, abundant marine life, humpback whale watching (seasonal), narration about the Na Pali history, and more. Guests of all ages can enjoy a casual, local-style dinner with sodas and select alcoholic beverages. Details
4 Reviews
$215.00 $211.99
You Save: $3.01
The Kauai Sea Tours Deluxe Na Pali Snorkel Cruise Aboard the Lucky Lady features snorkeling, sailing, and more. The cruises also offer stunning views of sea cliffs, waterfalls, sea caves, beaches and lush rainforest, as well as spinner dolphins, sea turtles, and humpback whales (seasonally). A continental breakfast and deli lunch are included, plus a variety of alcoholic beverages. Details
1 Reviews
$222.86
A deluxe five-hour snorkel cruise offered on select dates between May and September, Kauai Sea Tours Na Pali Snorkel & Sunset Dinner Cruise Aboard the Lucky Lady combines the adventure of snorkeling with the romance of a sunset dinner cruise. Guests can enjoy learning about Kauai’s history and culture from professional narrators, as well as an early dinner of local-style casual menu items. Details
2 Reviews
$222.86
Enjoy a boat cruise along the sea cliffs and sandy sceneries of the Kona Coast. Kona is known for its beautiful seaside views, pristine crystal clear blue waters, fresh sea breeze and abundance of aquatic wildlife for you to spot! Six back and relax as you set sail for the morning, sunbathing under the Hawaiian sun or taking in the natural beauty of Kona! Details
1 Reviews
$159.00 $157.79
You Save: $1.21
Sail off into the sunset with Pink Sails Waikiki on this relaxing Friday Night Fireworks Cruise and enjoy a spectacular fireworks’ show from the water! Take a front-row seat as the world explodes in color between the calm seas and starry sky. Spend the night dancing and singing along to the music that accompanies you throughout the evening! Details
1 Reviews
$75.00
Spirit of Aloha Catamaran Adventure Sail from Hilton Pier offers an exciting expedition to Waikiki’s Diamond Head aboard a smooth-sailing catamaran. Experience breathtaking sights of Oahu’s natural and city scenery, as well as marine wildlife, tropical rainforests, and more along your journey. Complimentary snacks and non-alcoholic beverages are included. Details
1 Reviews
$48.82
Enjoy a Kona sunset cruise that guarantees a leisurely and romantic experience along the Kohala Coast! Getting a Catamaran Sunset Sail ticket promises you a sunset cocktail cruise that highlights wildlife encounters along the journey and relaxing views of the open ocean horizon. Drinks and snacks are served onboard! Details
1 Reviews
$139.16
Soak up the sun and sea on Pink Sail's unforgettable Waikiki Sunset Cruise - Swim & Sail! As you travel through the water, taking in the sky's colors and swimming in the pristine ocean, this family-friendly excursion assures you a safe and relaxing experience. If you're lucky, you could even meet some friendly dolphins or turtles along the way! Details
1 Reviews
$47.00
Ready for a relaxing time seeing the best views of Oahu? Aboard this 53-foot catamaran “Honi Olani”, you’ll sail through and see the Kewalo-Kakaako district, Ala Mona Beach shoreline, Waikiki beach and head toward Diamond Head! Enjoy the breeze and see the friendly wildlife out in the ocean as you sail along! Details
1 Reviews
$75.00 $74.00
You Save: $1.00
Set sail on this Hawaii Nautical West Oahu dolphin snorkeling cruise along the Leeward Coast for views of dolphins, sea turtles, and whales (in season). When the catamaran anchors, jump into the clear waters and snorkel with colorful tropical fish and corals. Tour includes a deli lunch, unlimited non-alcohol drinks and two free bar dinks per adult ticket. Details
1 Reviews
$149.00 $147.87
You Save: $1.13
Offered by Hawaii Nautical, the two-hour Whale Watch West Oahu trip allows guests of all ages to enjoy an eco-friendly adventure to spot the majestic humpback whales that roam the Hawaiian waters. Each catamaran tour departs from the Waianae boat harbor daily at 1:30 pm (except on Mondays and Wednesdays) and guarantees a whale sighting or a second tour will be given! Details
1 Reviews
$98.25

Enjoy picturesque Hawaiian sunsets, sightseeing, and marine life encounters when you book your Hawaii sailing trip with Tripster.com. Sailing in Kauai and other islands are available, with music, food, beverages, and the most breathtaking scenery on every trip. Enjoy a relaxing evening in Hawaii or set out for a morning snorkeling and sailing combo. The choice is yours when you book your Hawaii sailing tour with Tripster.