The Big Island’s sailing scene delivers exceptional value for travelers seeking Pacific Ocean adventures. The best experiences combine multiple activities: morning snorkel trips with dolphin watching off Kona’s coast, and afternoon sails that catch the dramatic Hawaiian sunset. Particularly worthwhile are the luxury catamaran tours along the Kona-Kohala coastline – they offer stability, comfort, and excellent viewing platforms. During winter months (December-April), whale-watching excursions showcase migrating humpbacks in their natural habitat.
I especially recommend the combination snorkel-and-sail tours that visit multiple pristine bays – they provide the perfect mix of relaxation and underwater exploration. The smaller sailing vessels offer more intimate experiences, while larger catamarans provide added amenities and stability.
Let’s explore the top-rated sailing tours that showcase the Big Island’s marine splendor.
Good To Know
- The Deluxe Snorkel & Dolphin Watch offers a highly recommended all-inclusive package with opportunities for dolphin and marine mammal sightings in protected marine sanctuaries.
- The Kona-Kohala Coast Sunset Sail provides a highly-rated evening cruise from Anaehoomalu Bay with magnificent views, a fully stocked bar, and snacks.
- The Sunset Sailing Cruise is a top-rated experience with stunning sunset views, included alcoholic beverages, and snacks, making it ideal for special occasions.
- The Whale-Watching Tour offers a whale sighting guarantee and a personalized experience with a knowledgeable crew and scenic coastal views.
- The Kona Coast Sailing and Snorkeling Cruise aboard a 53-foot catamaran includes a delicious on-board lunch, two alcoholic drinks per adult, and memorable wildlife encounters.
Deluxe Snorkel & Dolphin Watch Aboard a Luxury Catamaran From Kailua-Kona
As travelers explore the Big Island’s underwater paradise, the Deluxe Snorkel & Dolphin Watch Aboard a Luxury Catamaran from Kailua-Kona offers an exceptional opportunity to take in the vibrant marine life of the Kona coast.
With a 95% traveler recommendation and a Badge of Excellence, this experience allows guests to discover protected marine sanctuaries and enjoy an excellent chance of dolphin and marine mammal sightings.
The all-inclusive package features island-style meals, snorkeling gear, and a variety of water activities, catering to both families and solo travelers.
Accessibility and flexibility make this excursion a top choice for those seeking an unforgettable day on the water in Hawaii’s Kona region.
Read our full review: Deluxe Snorkel & Dolphin Watch Aboard a Luxury Catamaran From Kailua-Kona Review
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Kona-Kohala Coast Sunset Sail by Catamaran From Waikoloa
Travelers seeking to cap off their Big Island adventure with a breathtaking sunset experience will find the Kona-Kohala Coast Sunset Sail by Catamaran from Waikoloa to be an exceptional choice.
This highly-rated activity boasts a 93% recommendation from over 300 travelers, earning a Badge of Excellence. Guests will embark on an evening catamaran cruise from Anaehoomalu Bay, where they’ll relax on deck with a glass of wine and enjoy live commentary as they sail along the Waikoloa and Kohala-Kona coastline.
With magnificent views, a fully stocked bar, and delicious snacks, this sunset sail promises an unforgettable way to experience the natural beauty of Hawaii’s Big Island.
Read our full review: Kona-Kohala Coast Sunset Sail by Catamaran From Waikoloa Review
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Kona, Big Island of Hawaii: Sunset Sailing Cruise
Departing from the Honokohau Small Boat Harbor in Kona, the Sunset Sailing Cruise along the Big Island’s rugged coastline offers travelers a truly breathtaking experience.
Rated 4.8 out of 5 with 125 reviews, this popular cruise aboard a spacious catamaran includes two alcoholic beverages, snacks, and soft drinks.
Recommended by 94% of travelers, the cruise provides stunning sunset views and the chance to spot marine wildlife.
With a private feel and small groups, the cruise is a great option for special occasions like honeymoons and anniversaries.
While travelers suggest improving drink service and adding music, the overall experience is consistently praised as memorable.
Read our full review: Kona, Big Island of Hawaii: Sunset Sailing Cruise Review
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Kona, Hawaii: Whale-Watching Tour on a Catamaran – Big Island of Hawaii
Located at the Honokohau Small Boat Harbor in Kona, the Kona Whale Watch from Honokohau on Sailing Boat offers travelers a chance to witness the migration of humpback whales along the Big Island’s rugged coastline.
This guided catamaran tour features a whale sighting guarantee, with the option of a free return trip if no whales are spotted. With a maximum capacity of 49 passengers, the intimate group size allows for a personalized experience.
The knowledgeable crew, comfortable seating, and smooth ride consistently receive praise from guests, who’ve reported sightings of humpback whales, false killer whales, and spinner dolphins.
Though early-season trips may have fewer sightings, the overall experience and scenic coastal views make this tour a popular choice for whale enthusiasts visiting the Big Island.
Read our full review: Kona, Hawaii: Whale-Watching Tour on a Catamaran – Big Island of Hawaii Review
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Sailing by Catamaran on the Kona Coastlines
Setting sail from the Honokohau Small Boat Harbor, the Honi Olani catamaran embarks on a scenic afternoon journey along the rugged Kona coastlines.
With a maximum capacity of 49 travelers, this intimate sailing experience offers opportunities to spot dolphins and, during migratory season, humpback whales. Onboard, guests can enjoy complimentary soft drinks as they relax and take in the beautiful scenery.
While most reviews highlight the friendly crew, beautiful views, and wildlife sightings, some guests felt the efforts to spot wildlife weren’t as successful as expected, and experienced shortened sailing times due to late arrivals.
Nevertheless, the Kona Coastline Escape on the Honi Olani catamaran remains a popular choice for those seeking a private, relaxing sailing adventure on the Big Island of Hawaii.
Read our full review: Sailing by Catamaran on the Kona Coastlines Review
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Kona Coast Sailing and Snorkeling Cruise With Lunch – Big Island of Hawaii
For those seeking a more immersive sailing and snorkeling adventure along the Kona Coast, the highly-rated Kona Coast Sailing and Snorkeling Cruise with Lunch delivers an exceptional experience.
Aboard a 53-foot catamaran, travelers can enjoy scenic views, wildlife sightings, and the opportunity to snorkel in the crystal-clear waters.
The tour includes a delicious on-board lunch with two alcoholic drinks per adult, as well as additional refreshments.
With a maximum of 49 participants, the experience offers a personalized and intimate atmosphere.
Praised for its friendly crew and memorable encounters, this 3-hour excursion is a must-try for adventurous visitors to the Big Island of Hawaii.
Read our full review: Kona Coast Sailing and Snorkeling Cruise With Lunch – Big Island of Hawaii Review
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The Sum Up
The Big Island of Hawaii offers a variety of sailing experiences, from deluxe snorkel and dolphin watch cruises to sunset sails along the Kona-Kohala coast. Travelers can explore the island’s marine life, witness stunning sunsets, and even spot whales during their sailing adventures. These tours provide a unique and memorable way to experience the beauty of the Hawaiian islands.