Recent Searches
Clear

Top Hawaii Sailing

Saved to wishlist!
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in Hawaii. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials
Cruises & Sailing
Sightseeing Tours
Sightseeing Cruises
Private and Luxury
Catamaran Cruises
On the Water
Day Cruises
Sunset Cruises
Private Sightseeing Tours
Water Tours
Dinner Cruises
Cultural Tours
Shore Excursions
Historical Tours
Whale Watching
Ports of Call Tours
Snorkeling
Dinner
Lunch
Nightlife
More

44 results | All Hawaii Tours

Sort by:Featured

Maui Afternoon Snorkeling Tour to Coral Gardens or Molokini! (Ma'alaea Harbor)

Maui Afternoon Snorkeling Tour to Coral Gardens or Molokini! (Ma'alaea Harbor)

star-4
88
Go snorkeling off the coast of Maui on this boat tour on board 'the Malolo,' a 55-foot (17-meter) power catamaran. Cruise to one of two snorkeling sites—either Molokini Crater or Coral Gardens—where you can swim along the reef system to watch for colorful fish and other marine life. The location is selected by the captain depending on the daily conditions. If you're lucky, you may spot turtles or whales, too. Equipment and instructions are provided by the crew. Lunch (hot dog and soda) by selecting the upgrade option when booking.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$46.61
From
$46.61
Taking safety measures

Three-quarter Day Sport Fishing Charter

Three-quarter Day Sport Fishing Charter

star-5
2
The Kona Coast is one of the best places for sport fishing on Hawaii’s Big Island. On this morning charter cruise, enjoy a tailor-made experience for you and your group. Enjoy a delicious breakfast on-board, look out for whales and dolphins along the coast, and spend as long as you like fishing. All equipment and instruction is provided to help you maximize your chances of catching a blue marlin or other fish.
More
  • 6 hours
  • Free Cancellation
From
$992.24
per group
From
$992.24
per group

(Maui/Ma'alaea Harbor) Sunset Dinner Cruise Aboard Calypso

(Maui/Ma'alaea Harbor) Sunset Dinner Cruise Aboard Calypso

star-4.5
93
Hawaii is a major destination for relaxation and fun times—and this Maui sunset dinner cruise allows you to let loose and enjoy yourself while visiting the island. Step aboard a ship that cruises by the Na Pali coast, and take in views during sunset as you feast on your dinner of choice. Dance to live music, sip on two free drinks from a full bar, and create your own memorable experience on the water.
More
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$100.07
From
$100.07
Taking safety measures

Afternoon Sail & Snorkel Captain Cook Monument at Kealakekua Bay

Afternoon Sail & Snorkel Captain Cook Monument at Kealakekua Bay

star-5
27
Set sail down the Kona coastline aboard a trimaran, arriving in the Kealakekua Bay Marine Preserve for an afternoon of snorkeling. Splash into the turquoise waters near the Captain Cook Monument, and search for pods of spinner dolphins that frequent the bay. All equipment is provided along with light snacks and reef-safe sunscreen to make the trip convenient.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$82.73
From
$82.73
Taking safety measures

Deluxe Sail & Snorkel Captain Cook Monument at Kealakekua Bay

Deluxe Sail & Snorkel Captain Cook Monument at Kealakekua Bay

star-5
27
This half-day boat cruise takes you to the two best snorkeling sites in Kealakekua Bay: The reef beneath Captain Cook's monument and the underwater lava formations of Red Hill. In addition to breakfast and lunch, your guides provide all necessary equipment, basic snorkeling tips, and identification charts to help you spot fish and dolphins in their natural habitat. Don’t forget your camera—the route showcases sweeping views of the Kona coastline.
More
  • 4 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$141.82
From
$141.82
Taking safety measures

Snorkel with Manta Rays Guaranteed

Snorkel with Manta Rays Guaranteed

star-4.5
124
Embark on an evening adventure and swim near Hawaii’s manta rays. Start the tour with a sunset sail on a comfortable trimaran to ‘Manta Ray Village’. After a safety briefing, put on your snorkel gear and spend an hour in the water using a state-of-the-art, lit up flotation device to stay on the water’s surface and observe the manta rays bellow as they feed on plankton. Finally climb aboard the boat and warm up with hot chocolate and snacks as you return to shore.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$125.70
From
$125.70
Taking safety measures

Afternoon Sail & Snorkel Captain Cook Monument at Kealakekua Bay

Afternoon Sail & Snorkel Captain Cook Monument at Kealakekua Bay

star-5
112
Sail up the scenic Kona coastline, getting views of ancient lava flows and verdant cliffs, and stopping at the Captain Cook Monument, on this afternoon sail in Kealakekua Bay. Slip into the water using the provided snorkeling gear to see vibrant schools of fish, living coral, and even pods of spinner dolphins. Learn about the area's underwater flora, fauna, and ecosystem through guided commentary.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$82.73
From
$82.73
Taking safety measures

Deluxe Sail & Snorkel Captain Cook Monument at Kealakekua Bay

Deluxe Sail & Snorkel Captain Cook Monument at Kealakekua Bay

star-5
62
Ensure you find some of the best snorkeling sites in Hawaii on this sail and snorkel adventure leaving from Keauhou Bay Pier. Set sail along the Kona coastline toward the Captain Cook Monument, where your adventure begins. Jump into the clear water to explore the vibrant reef of the marine sanctuary of Kealakekua Bay, which is home to schools of colorful fish and pods of spinner dolphins. Your tour includes breakfast, lunch, and equipment such as snorkeling gear and boogie boards.
More
  • 4 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$141.82
From
$141.82
Taking safety measures

Four Winds II Molokini Snorkeling Tour from Maalaea Harbor

Four Winds II Molokini Snorkeling Tour from Maalaea Harbor

star-4.5
322
Snorkeling in Molokini Crater is undeniably one of the best parts about visiting Maui. Here in this crescent, submerged volcano off Maui’s southern coastline, over 250 species of fish inhabit a world-class reef. Experience water so exceptionally clear you can see down 75 feet, and swim with schools of tropical fish while cruising the vibrant reef. You can also just sit and suntan on the deck, with sweeping views of Haleakala set just off the back of the boat.
More
  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$128.24
From
$128.24
Taking safety measures

Pau Hana Sunset Cocktail Cruise

Pau Hana Sunset Cocktail Cruise

star-5
1
Enjoy the warm tropical breezes and unparalleled views of the Big Island aboard a well-appointed catamaran. This cruise includes unlimited soft drinks, tropical juices, beers and single serve wines and a variety of individually wrapped crunchy snacks.. Great fun -- great photo ops! Please note: Cruises scheduled on the vessel Alala are not sailing trips...you'll be cruising under power. Looking for a sailing cruise? From December 15th - April 14th, most Mondays and Wednesdays, the boat departs from Anaeho'omalu Bay on our legendary sailing catamaran, Seasmoke Same price; same amenities, but you'll experience real coastal sailing! From December 15th - April 14th most Saturdays, we depart directly from the finger pier at Kawaihae Harbor on our well-appointed power catamaran, Alala (easy dockside boarding to a very spacious catamaran). From April 16 - December 14, most Mondays & Wednesdays we depart from Anaeho'omalu Bay, and most Saturdays, we depart from Kawaihae Harbor.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$139.00
From
$139.00
Taking safety measures

Pau Hana Sunset Cruise with the Whales

Pau Hana Sunset Cruise with the Whales

star-5
18
Combine unparalleled views of the Hawaiian coastline from a stable and spacious catamaran with the biggest guests of all -- the Humpback Whales -- and you have perfect way to begin your evening in paradise! Cruise along the Kohala on a well appointed power or sailing catamaran. Also includes unlimited tropical juice, soft drinks, and a selection of beer and wine, and individually wrapped bar snacks. If you'd like, you can bring your own alcoholic beverages aboard...we'll keep them icy cold for you till you're ready for them! The on-board naturalist will provide interpretation of the whales behaviors -- great fun -- great photo ops! Please note: This Cruise departs either from Anaeho'omalu Bay at the Waikoloa Beach Resort, OR, Kawaihae Harbor.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$139.00
From
$139.00
Taking safety measures

Sunset Sail with Live Music and Open Bar from Ka’anapali Beach

Sunset Sail with Live Music and Open Bar from Ka’anapali Beach

star-5
35
Watch the Hawaii sunset aboard a sailing catamaran while listening to live music for a fun twist on the conventional sunset cruise. Depart from Kaanapali Beach and soak in great views of Maui as popular local performers play traditional, contemporary, and reggae versions of favorite songs. Your sailing cruise includes an open bar with drinks and 'pupus' (appetizers).
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$91.90
From
$91.90
Taking safety measures

Private Canoe Sailing Experience in Maui

Special Offer

Private Canoe Sailing Experience in Maui

star-4
1
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning Hawaiian history and culture. Cold water and snorkel gear are provided. Our adventure starts on Polo Beach in beautiful Wailea, Maui, where you will learn first hand about ancient Hawaiian sailing canoe tradition, construction, and navigation. We then launch the Hawaiian Sailing Canoe 'Ke Anuenue' straight from the beach just like the Hawaiians did in ancient times and sail on the gentle Wailea breeze for a unique perspective on the island of Maui.
More
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$143.20
$179.00
$35.80 savings
From
$143.20
$179.00
$35.80 savings
Taking safety measures

Kona Snorkel Tour

Kona Snorkel Tour

star-4
5
Join us aboard our historically accurate double-hulled Hawaiian sailing canoe and experience Kona like our ancestors did, while learning the mo'olelo (stories) of this unique location.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$95.86
From
$95.86
Taking safety measures

Waikiki Coast Sunrise Sailing Experience

Waikiki Coast Sunrise Sailing Experience

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 additional cost. Dolphins, Sea turtles, and other sea life are also often sighted year-round. Unfortunately, sea life cannot be guaranteed on every trip! The Moana Catamaran is certified to carry 48 passengers by the U.S. CoastGuard and features, Ample cushioned seating, A high-quality stereo sound system, Articulating swim ladder, Lounging Nets, and 2 restrooms, as well as built in coolers where customers can store any drinks they bring.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$106.71
From
$106.71
Taking safety measures

Moana’s Tradewinds Sail off the Coast of Waikiki

Moana’s Tradewinds Sail off the Coast of Waikiki

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 additional cost. Dolphins, Sea turtles, and other sea life are also often sighted year-round. Unfortunately, sea life cannot be guaranteed on every trip! The Moana Catamaran is certified to carry 48 passengers by the U.S. CoastGuard and features ample cushioned seating, a high-quality stereo sound system, an articulating swim ladder, lounging Nets, 2 restrooms, as well as built-in coolers where customers can store any drinks they bring.
More
  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$53.36
From
$53.36
Taking safety measures

Moana’s 2-Hour Guided Turtle Snorkel Adventure at Waikiki

Moana’s 2-Hour Guided Turtle Snorkel Adventure at Waikiki

star-4.5
22
What makes the snorkel adventure on the Moana Catamaran is the comfort of the vessel, the quality of the gear supplied, and the experience the certified crew offers, including at least 1 lifeguard on a rescue board accompanying the guests while snorkeling.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$80.03
From
$80.03
Taking safety measures

Sunset Sail Experience at Kona from Honokohau

Sunset Sail Experience at Kona from Honokohau

Explore the beautiful Kona coastline from while aboard the Honi Olani, a 53-foot sailing catamaran. Catch the moment the sun slips below the horizon...you may even see the green flash. Enjoy the blue Pacific Ocean and maybe catch a glimpse of wildlife at play. Snacks and beverages served aboard. Unlimited non-alcohol beverages. Two free alcohol drinks per adult.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$119.58
From
$119.58
Taking safety measures

Kona-Kohala Coast Sunset Sail by Catamaran from Waikoloa

Kona-Kohala Coast Sunset Sail by Catamaran from Waikoloa

star-5
19
Experience the magical Hawaiian sunset from the water on this evening catamaran cruise from Anaehoomalu Bay. Set sail along the scenic Waikoloa and Kohala-Kona coastline, sip a glass of wine as you gaze out across the Pacific, then relax on deck as you watch the sunset over the Big Island.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$119.58
From
$119.58
Taking safety measures

Waikiki Panorama Sail

Waikiki Panorama Sail

star-1
1
Set sail for beautiful Waikiki, the beachfront neighborhood of Honolulu, on this guided, 90-minute tour along the south shore of the island of Oahu in Hawaii. Beginning from the Kewalo Harbor waterfront, head down to Ala Moana Beach Park to Waikiki and the volcanic tuff cone Diamond Head. Along the way, look for Hawaii’s famous green sea turtles and other marine wildlife. Snacks, two free bar beverages and unlimited non-alcoholic drinks are provided.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$75.01
From
$75.01
Taking safety measures

Polynesian Canoe Sunset Sail

Polynesian Canoe Sunset Sail

star-5
16
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and become immersed in the stories and history of place (Mo‘olelo) reflected through the land (ʻāina) and ocean (moana) aboard a classroom on the sea. Our cultural practitioner and crew involve guests in hands on activities, using native materials to make food, clothing, tools, and other traditional items. Ask questions, explore the deck, nets and hulls, take part in poi (taro) pounding or just relax and enjoy. 'Ukulele music and traditional chants ('oli) with locally-sourced traditional food and drinks are all part of this unique experience. *All ages are welcome, minors must be accompanied by an adult.
More
  • 2 hours
  • Free Cancellation
From
$220.00
From
$220.00

Polynesian Canoe Day Sail

Polynesian Canoe Day Sail

star-5
2
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and become immersed in the stories and history of place (Mo‘olelo) reflected through the land (ʻāina) and ocean (moana) aboard a classroom on the sea. Our cultural practitioner and crew involve guests in hands on activities, using native materials to make food, clothing, tools, and other traditional items. Ask questions, explore the deck, nets and hulls, take part in poi (taro) pounding or just relax and enjoy. 'Ukulele music and traditional chants ('oli) with locally-sourced traditional food and drinks are all part of this unique experience. *Note: Due to COVID restrictions, all sails can only be booked as a private single group charter, with a minimum of one and a maximum of six passengers per charter. All ages welcome, minors must be accompanied by an adult.
More
  • 2 hours
  • Free Cancellation
From
$800.00
per group
From
$800.00
per group

Polynesian Canoe Morning Sail

Special Offer

Polynesian Canoe Morning Sail

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and become immersed in the stories and history of place (Mo‘olelo) reflected through the land (ʻāina) and ocean (moana) aboard a classroom on the sea. Our cultural practitioner and crew involve guests in hands on activities, using native materials to make food, clothing, tools, and other traditional items. Ask questions, explore the deck, nets and hulls, take part in poi (taro) pounding or just relax and enjoy. *Morning sails are the best time to potentially encounter ocean wildlife in Waikiki waters.* *Note: Due to COVID restrictions, all sails can only be booked as a private single group charter, with a minimum of one and a maximum of six passengers per charter. All ages welcome, minors must be accompanied by an adult.
More
  • 2 hours
  • Free Cancellation
From
$680.00
per group
$800.00
$120.00 savings
From
$680.00
per group
$800.00
$120.00 savings

Na Pali Coast Kauai Snorkel and Sail

Na Pali Coast Kauai Snorkel and Sail

star-5
98
Experience the wild beauty of Kauai’s breathtaking Na Pali Coast on this sailing and snorkeling cruise from Port Allen. Witness the ‘Eighth Natural Wonder of the World’ the way it was meant to be seen — from the water. Get a fantastic perspective on towering emerald sea cliffs, sparkling waterfalls and remote beaches from the deck of a well-equipped catamaran, and explore the island’s vibrant underwater world during a snorkeling stop. An included buffet lunch and entertaining legends shared by the captain and crew make this an unforgettable Hawaiian adventure.
More
  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$192.50
From
$192.50
Taking safety measures

Filters

Frequently Asked Questions