Hawaii Sailing Adventures

Hawaii Sailing Adventures

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.

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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
$185.00 $175.00
You Save: $10.00

Go Oahu All-Inclusive Pass

Go City® • Oahu, Hawaiian Islands
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
$89.00
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
$195.00 $185.00
You Save: $10.00

Spirit of Aloha Catamaran Snorkel Sail

Hawaii Nautical • Big Island Hawaii, Hawaiian Islands
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
$159.00 $149.00
You Save: $10.00
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
$97.00 $77.00
You Save: $20.00

Adventure Sail Waikiki

Hawaii Nautical • Oahu, Hawaiian Islands
Offered by Hawaii Nautical, Adventure Sail Waikiki lets guests experience an exciting expedition to Waikiki’s Diamond Head. Each excursion offers breathtaking sights of Oahu’s natural and city scenery, and guests can get great views of marine wildlife, tropical rainforests and more along the way. Guests receive two free alcoholic drinks, and bar snacks and non-alcoholic beverages are unlimited. Details
$49.50 $46.00
You Save: $3.50

Spirit of Aloha Catamaran Sunset Sail

Hawaii Nautical • Big Island Hawaii, Hawaiian Islands
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 on their journey and relaxing views of the open ocean horizon as they sip on the served drinks onboard. Details
$139.00 $129.00
You Save: $10.00
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
$97.00 $77.00
You Save: $20.00

West Oahu Dolphin Snorkel Sail

Hawaii Nautical • Oahu, Hawaiian Islands
Book Hawaii Nautical’s West Oahu dolphin snorkeling cruise to the scenic Leeward Coast for views of dolphins, sea turtles, and whales (in season). When the catamaran anchors, jump into the crystal-clear waters and snorkel with colorful tropical fish and corals. Tour includes a picnic lunch, unlimited non-alcohol drinks and two free bar beverages (for adults). Details
$149.00 $139.00
You Save: $10.00

Whale Watch West Oahu

Hawaii Nautical • Oahu, Hawaiian Islands
Offered by Hawaii Nautical, the two-hour Whale Watch West Oahu allows guests of all ages to enjoy a two-hour, eco-friendly excursion at sea 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
$99.00 $89.00
You Save: $10.00