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Hawaii Private Charters & Custom Events

Reserve Private Charters & Custom Corporate Events with Tom Barefoot's Tours

There are 139 tours in this Category with adult prices that range in price from $10.00 to $4900.00 Skip Directly to Tours

Private Charters & Custom Events

We've been planning vacation activities in Hawaii for over 40 years and some of our favorite packages to help clients with are the "Customized Special Requests".


If you're thinking more about renting a whole boat instead of just a seat on a boat or if you're in charge of planning a large corporate event or even your friend's bachelor party we can help you make your customized dream a reality!.


Many of the listings you will see in this category are not available online because they are set up on a custom basis. Please call for more details.

Look for this symbol in the tour descriptions below to indicate if it is Pride of America compatible.

Private Charters & Custom Events Sorted by Specific Tour


Private Charters & Custom Events Sorted by Company

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(2 Reviews, 5 Stars)

Robert's Hawaii

4 Activity Options

Charter Bus, Land Tours, and Sightseeing Tours, Oahu Sightseeing Tours and Land Tours, Tours to Waim

Robert's Hawaii is the largest sightseeing company in Hawaii offering tour options on all the islands. In addition to running a variety of land tours on each island, they also offer "room and car" packages for inter-island travel. Robert's Hawaii has branched off into ownership of many of the other major activities found throughout the islands.
More Info / Buy Now


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(2 Reviews, 5 Stars)

Tradewind Charter

7 Activity Options

Sail Oahu, Private Sail and Snorkeling, Private Sailing, Sunrise Sails, Snorkeling Tours and Memoria

Tradewind Charters specialize in private charters and can accommodate anywhere between just two to as many as twelve passengers on their 43 foot sailing yacht. Depending upon how many you may have in your party you just may be completely surprised in a favorable way by just how much money it will actually cost to charter a boat privately.
More Info / Buy Now


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(1 Review, 5 Stars)

Deep Sea Fishing Kauai

2 Activity Options

31' Bertram Sportfisher

Deep Sea Fishing Kauai is a boat that departs from Port Allen on Kauai's western coastline. Port Allen is one of the most efficient ports to leave from in Hawaii due to the fact that the drop-off to the deep water is so rapid in such a short distance from shore. This enables Deep Sea Fishing Kauai to begin fishing for the big fish in earnest within minutes of actually leaving the harbor.
More Info / Buy Now


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(1 Review, 5 Stars)

Hawaii Nautical

3 Activity Options

Leid Back' Dinner Cruise, Snorkeling and Dolphins, Whale Watch off the leeward coastline,Oahu Scuba

Hawaii Nautical offers a large variety of boat tours throughout the island of Oahu and on the Big Island of Hawaii. Snorkel tours and dolphin watches are offered in the mornings and the afternoons and in addition they offer sunset sails, dinner cruises, scuba and snuba options, whale watching in season and private charters.
More Info / Buy Now


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(1 Review, 5 Stars)

Island Star

2 Activity Options

57' Sailing Yacht - Private charter only

The Island Star is a sail boat that is in a category of its own. This 57' sailing Columbia Yacht can accommodate as many a twenty guests and is used exclusively for private charters.
More Info / Buy Now


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(1 Review, 5 Stars)

Kaanapali Ocean Adventures

3 Activity Options

Snorkeling Tours, Day Charters, Whale Watching

Boasting two different fast and fun boats. Sanity is a very fast and comfortable boat that is designed for stability is the 46' aluminum hulled turbo charged power boat used by Kaanapali Ocean Adventures.
More Info / Buy Now


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(1 Review, 5 Stars)

Kona Blue Sports Fishing

1 Activity Option

53' Hateras Yacht

Big game fishing isn't just for the pros, this unique experience can be customized for families, friends or even an executive gathering. Grab your sunscreen, hat and a lunch and the Kona Blue crew will take care of the rest. The tackle is new and the crew is there to help the beginners as well as the pros.
More Info / Buy Now


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(1 Review, 5 Stars)

Maui Diamond II

1 Activity Option

38' Wilson Power Driven Vessel

Maui Diamond Sea Sports offers dive and snorkel charters for the whole family. Their primary destination is the island of Molokini which is a smooth ride from its dock at Maalaea Harbor on the stable 40' dive boat with twin engines, Maui Diamond ll. Unlike most dive boats they provide room for snorkelers and 'ride-along passengers' so you can have the most experienced scuba diver on the same boat with non-divers who just want to go for the ride.
More Info / Buy Now


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(1 Review, 5 Stars)

Kainani Maui Sailing Charters

3 Activity Options

Kainani Maui Sailing Charters

Her modern yacht shape, spacious interior, and blue water sailing capabilities make her the perfect Hawaii sailing charter boat. She is also available for Memorials at Sea or Ash Scattering Services and special requests.
More Info / Buy Now


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(1 Review, 5 Stars)

Maui Ocean Charters

4 Activity Options

Maui Ocean Charters

Set sail with Maui Ocean Charters on their sailboat "Shadowfax". Trips are available that last anywhere from a few hours to a few days or more!
More Info / Buy Now


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(17 Reviews, 4.8 Stars)

Kauai Sea Tours

4 Activity Options

24' Rigid Hull Inflatable Rafts, Lucky Lady' 60' Sailing, Power Catamaran

Kauai Sea Tours is a large charter boat company that offers tours off the coast of Kauai and particularly the NaPali Coast with its beautiful 'signature' boat , Lucky Lady. In addition it also provides romantic dinner cruises and whale watches and also has a fleet of specially designed raft boats which are great for exploring caves, snorkeling and racing dolphins.
More Info / Buy Now


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(5 Reviews, 4.8 Stars)

Sea Maui

4 Activity Options

Make reservations for a snorkel trip or sunset sail on the Sea Maui.

Sea Maui is a beautiful 51 foot power, sailing catamaran that departs out of Kaanapali Beach. They offer a trade-wind sail every afternoon, a sunset sail in the evening and snorkel trips in the morning. Food is specially provided by renowned Chef Joey Macadangdang the former corporate executive chef of Roy's Kitchen.
More Info / Buy Now


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(4 Reviews, 4.8 Stars)

Gunstock Ranch

6 Activity Options

Horseback Rides

Private and Group horseback riding and UTV adventures at the incredible ranch on Oahu's north shore.
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(4 Reviews, 4.8 Stars)

Inter-Island Sportfishing

3 Activity Options

53' Custom Built Sportfisher

Inter Island Sportfishing is undoubtedly the very oldest of the fishing charters to operate on Oahu dating back to its beginning in the 1950's. It is also the very largest of the companies in operation offering four separate boats to take you on an outing. The most recognizable name of the boats in its fleet is the Maggie Joe.
More Info / Buy Now


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(2 Reviews, 4.5 Stars)

Aikane Sportfishing

2 Activity Options

40' Bertram twin diesel Sportfisher

Aikane Sportfishing is a great option if you're looking for a sport fishing or bottom fishing charter off the coast of Oahu. Their fleet of Bertram vessels are designed for both comfort and fishing efficiency featuring top of the line fishing equipment. The majority of fishing trips are scheduled for day or partial day adventures but multi-day interisland tours can be arranged at special request.
More Info / Buy Now


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(2 Reviews, 4.5 Stars)

Scotch Mist Sailing Charters

1 Activity Option

50' Sailing Yacht, 50' Santa Cruz Sailing Yacht

The Scotch Mist is a 50' Santa Cruz Sailing Yacht which carries 18 passengers and offers sailing and snorkel charters off the coast of Maui. Having been the winner of the coveted Victoria to Maui Yacht Race in 1984, this vessel is a perfect choice to enjoy the waters off the coast of Maui and Lanai. She offers sailing and snorkel tours, sunset sails, trade wind sails and whale watching in season.
More Info / Buy Now


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(3 Reviews, 3 Stars)

Bite Me Charters

4 Activity Options

40' Uniflite

The waters off the coast of Kailua Kona on the Big Island are considered by many to be the very best Sportfishing waters on the planet. The company with the largest fleet of sportfishing boats in Kona is Bite Me Charters. Professional Sportfishing boats are available for all types of charters and are in tournament ready condition every day of the year.
More Info / Buy Now


Adventure X Boat Tours

1 Activity Option

Raft Whale Watching, Dolphin Watch and Snorkeling Tour

Enjoy speeds of over 40 MPH on the upgraded zodiac raft used by Adventure X Rafting while touring the areas along the coastline of the beautiful Kona region of the Big Island. Individual tours will include day trips to swim with the dolphins, spectacular evening Manta Ray snorkels and whale watching tours during the migration season.
More Info / Buy Now


Air Maui

1 Activity Option

A-Star Helicopter Tours

Air Maui Helicopters is a long-standing member of the Maui helicopter community and over the years has flown tens of thousands of passenger to the far reaches of the island. Known widely for its congenial staff and 'laid back' company culture Air Maui has provided a faultless customer security profile in all its years of service on island. Air Maui exclusively uses the A-Star touring helicopters.


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Aloha Blue Charters

3 Activity Options

40' Power Catamaran

Aloha Blue Charters is unique in that it provides a 40' jet drive boat for use as a snorkel boat to Molokini and surrounding Maui snorkel locations but also is an ideal vessel for bottom fishing excursions and is also used for whale watching during whale season. It carries a maximum of 35 passengers on its snorkeling tours and has enough room on board for its fishing trips to allow for 10 separate anglers.
More Info / Buy Now


Chauffeured Services, LLC

5 Activity Options

Choose from Sedan, SUV, Limousine or 10 passenger Van for your airport transportation or hourly chau

On Hawaii, Kauai and Maui choose from a chauffeured Sedan, SUV, Limousine or 10 passenger Van to get you to your vacation destination with ease and in comfort.
More Info / Buy Now


Fair Wind Charters

1 Activity Option

50' Sailing Catamaran, 55' Teknicraft Catamaran

Well established as a tour boat company on the Kona Coast of the Big Island, Fair Winds Charters has two beautiful and distinctive boats that offer a complement of tours which include snorkel tours to Kealakekua Bay and evening Manta Ray excursions. Also included as a part of the day snorkels are SNUBA diving and the new sea rocket underwater propulsion vehicles.
More Info / Buy Now


Frogman Charters

1 Activity Option

55' Power Catamaran

The charter boat company Boss Frog's is also known by the name Frogman Charters and it operates Molokini tours, whale watches, sunset sails and dinner cruises from it departure point of Maalaea Harbor. It's two main boats are the 55' power catamaran Malolo and the 55' power catamaran Quicksilver.
More Info / Buy Now


Hawaii Oceanic

1 Activity Option

Private Charters, Swim with Dolphins, Kealakekua Bay Tour, Whale Watching

Personalization is the key word describing the ocean adventures offered by Hawaii Oceanic on the Big Island. Six passengers is the maximum number that will be on board so you will have all the personal attention you will need on these adventurous tours on a comfortable 30' power catamaran. Tours will include snorkels to Kealakekua Bay, swim with the dolphin adventures, swim with Manta Ray trips and whale watches.
More Info / Buy Now


Hula Girl

1 Activity Option

65' Sailing Catamaran

You would be 'hard pressed' to find a more beautiful sailboat on Maui to take out on a snorkel sail, whale watch, dinner or sunset sail or a private charter. This multimillion dollar state of the art 65'x35', 90' wing mast sailing catamaran is designed for sailing and for maximum comfort. In addition it comes with its own full galley and private chef so all your meals will be prepared custom just for you.
More Info / Buy Now


Paradise Helicopters

1 Activity Option

Scenic Helicopter Tours of Oahu, Pearl Harbor Flights, Door's Off Adventure Tours

Paradise Helicopters is one of the premier helicopter touring companies that services both the Big Island and Oahu. One of the biggest differences between this company and many others is the fact that they will offer you the opportunity to take a flight with the doors off. As nerve racking as that may sound, you are completely strapped in an just a secure as you would be in an enclosed helicopter. The big difference is that your view from this perspective will be absolutely amazing.
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Piiholo Ranch

3 Activity Options

Zipline Piiholo, Horseback Adventures Upcountry, Zipline Tours and Adventures

Found of the slopes of Haleakala at about the 2500' level just a couple of miles above the 'cowboy' town of Makawao is found the Piiholo Ranch. This working cattle ranch is the home of the most beautiful meadowland horseback riding area on the island as well as the home of two of the most popular zipline courses to be found on Maui. The extreme beauty of the green rolling hills, the fresh mountain air and the scent of the mountain forests in themselves are enough of a reason to come for a visit.
More Info / Buy Now


Privacy Charters

2 Activity Options

Sailing, Power Catamaran

Privacy features a large air conditioned cabin with a couch seating for 3 guests, table seating for four, or sit in either of the two captains chairs at the lower helm station. Further forward there is a large clean restroom on the port side, and stateroom with a queen size bed on starboard side.
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Rappel Maui

1 Activity Option

Introduction rappelling adventures.

"Offers introduction rappelling adventures. All courses and tours include lunch, bottled water, insect repellent and complete outfitting, including harness, helmet and special traction water shoes. Requirements and limitations for all courses and tours: Harnesses will fit waist sizes from 22 to 54 inches. Please do not sign up if equipment will not fit you. Minors (under 18 years) must be accompanied by a responsible adult. You must sign a stringent participation agreement/waiver when you check in."
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Skyline Eco Adventures

5 Activity Options

Haleakala Summit Tours and Downhill Bike Tours, 7 Ziplines, Zipline Haleakala, Tree-Top Zipline Tour

Skyline Eco-Adventures offers a Road to Hana tour, zipline tours (originator of zipline courses in the United States) and one of the exclusive providers of tours to the Haleakala Summit.
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UFO Parasail

1 Activity Option

Parasail, Custom Speed Boats

UFO Parasail offers exciting parasail flights on both Maui and the Big Island of Hawaii. Maui tours only operate between May and early December when the whales are not visiting these waters but the Big Island is in operation year round. You will have an opportunity to fly on a parasail pulled by 800' or 1200' of line and will be in the air either 8 to 10, or 10 to 12 minutes.
More Info / Buy Now


Ultimate Rafting

1 Activity Option

30' Aluminum Hulled Inflatable

Ultimate Rafting offers very exciting trips for snorkeling and whale watching off of the island of Lanai and the coast of Maui on their thirty-foot aluminum hulled rafts with inflatable surround. The engines on this boat are enormous, cranking out 400 horsepower that will get you there quick. Dolphins are commonly seen year round as are the Humpback whales during the winter months.
More Info / Buy Now


Wahine Charters

1 Activity Option

Dolphin Excursions, Whale Watch Tour - Wahine Charters, Snorkeling and Manta Ray trips from Honokoha

Wicked Wahine Charters operates a series of boat tours out of Kailua-Kona on the Big Island. Their 29' custom power vessel can easily traverse the 12 miles of coastline between Honokohau Harbor and the Captain Cook Monument while snorkeling and dolphin watching on the way, or it can take you out on a night time Manta Ray adventure or whale watching.
More Info / Buy Now


Wailea Boating Company

1 Activity Option

36' Power Boat, 36' Powerboat (Private Charters)

If you're like many people you won't want to share your fantastic Maui ocean experience with others but would prefer to make it a day for just your own family or perhaps just for you and a couple other friends. The Wailea Boating Company may just be the boat for you as you'll be able to discuss the itinerary of your boating adventure with your captain and go off and enjoy the day. The 36', six passenger vessel is clean and comfortable.
More Info / Buy Now


Wake Maui

2 Activity Options

23' Ski Supreme V232 Boat

Wake Maui will provide you with some real fun and excitement on the ocean. Specializing in groups of 6 or less, this wake board pulled by a boat provides just about all the fun anyone can handle. It's easy to learn, and the personalized attention by the captain will make it all that more simple. The fact that these tours are often private for your family and friends, makes it even that much more enjoyable.
More Info / Buy Now


Whipsaw Sportfishing

1 Activity Option

35' CABO Sportfishing Vessel

Hawaii is known as one of the world's best Sportfishing destinations. Hawaiian waters have Black Marlin, Pacific Blue Marlin, Striped Marlin, Spear fish, Yellowfin Tuna (Ahi), Mahimahi, and many other species of big game fish. Located in Honolulu, Whipsaw Sportfishing is one of the leaders in Hawaii for big game charter fishing and tournament fishing charters. Whipsaw is a 35' CABO luxury air conditioned Sportfishing vessel, powered by Twin 435HP Caterpillar Diesel Engines. Departing from Kewalo Basin in Honolulu, they offer four, six, or eight hour Private Fishing Charters.
More Info / Buy Now


Ohana Sportfishing Adventures

1 Activity Option

Ohana Sportfishing Adventures

Ohana means family in Hawaiian, and this family-owned and family-friendly company wants to show you our island paradise from a unique perspective.
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Stardust Hawaii

3 Activity Options

Stardust Hawaii

Stardust Hawaii, being stewards of the environment, are offering tours and activities to fill your sightseeing needs and also share history and legends about the land and locations you are visiting.
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Mauna Loa Helicopters

4 Activity Options

Book a flight with Mauna Loa Helicopters

Mauna Loa Helicopters flies the Robinson R44 Helicopters. These machines have a smaller capacity than their competitors which enables them to offer more customized tours.
More Info / Buy Now


Holokai Catamaran

1 Activity Option

Reserve a trip with the Holokai Catamaran

Go out on an adventure with Holokai Catamarans! Discover colorful tropical fish, green sea turtles, exotic coral reef and more of Hawaii's undersea life. Dolphins are also possibilities on this incredible adventure. Snorkeling in Hawaii is very fun and easy.
More Info / Buy Now


Kaha Loa

1 Activity Option

Make a reservation for the Kaha Loa

Kaha Loa is a 26-foot Glacier Bay power catamaran, perfect for cruising the waters around Lahaina and Maui. This boat features a shaded canopy top, an onboard marine head, fresh water shower, a full-feature stereo (feel free to bring your own music and we play it for you) a swim platform with ladder. There is plenty of seating on this boat, capable of carrying up to 10 guests, we only take a maximum of 6 guests in the interest of your comfort. The forward bow seating area is a very popular feature and this boat will reach speeds up to 28 knots, depending on ocean conditions.
More Info / Buy Now


Sea Monkey

3 Activity Options

Sea Monkey -  is a 31 foot Sea Ray Sundancer  Yacht

Sea Monkey is perfect for a private charter of up to 6 of your favorite people for a day or sunset on the water.
More Info / Buy Now


Aloha Kayaks Maui

1 Activity Option

Aloha Kayaks Maui

Aloha Kayak Maui is one of Maui's premier ocean activity providers. With years of ocean kayak and snorkel experience offering PRIVATE or GROUP kayak tours, whale watching, and Maui snorkeling.
More Info / Buy Now


Aloha Dolphin Tours

3 Activity Options

Aloha Dolphin Tours - 25 Foot Power Catamaran, Group and Private Cruises

Aloha Dolphin Tours offers a variety of sea tour choices for exciting ocean adventures. Ideal for small group or intimate private charters this power catamaran makes Kealakekua Bay accessible to enjoy with your family and friends.
More Info / Buy Now


Epic Tours

2 Activity Options

Epic Tours - Hawaii

Epic Tours offers Jeep and 4 wheel drive SUV tours to hard to reach areas of the Big Island of Hawaii.
More Info / Buy Now


Grander Marlin Sportfishing

4 Activity Options

Grander Marlin Sportfishing  on the Big Island of Hawaii

Benchmark is a 37 foot Merritt boat. Located at Honokohau Harbor on the Big Island of Hawaii.
More Info / Buy Now


Sail Oahu

4 Activity Options

SV Shalimar is a 67 foot Mega Yacht

Experience Hawaii and the Pacific Ocean aboard your private yacht, Shalimar. The meaning of Shalimar in Sanskrit is "Home of Love on the Water".
More Info / Buy Now


Local Maui Tours

4 Activity Options

Local Maui Tours

Local Maui Tours is a unique Maui tour company that offers private, custom tours from the perspective of a credible, professional Maui local.
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Unique Hawaii Experience

6 Activity Options

Eddie Bauer Ford Expedition, Private custom tours on the island of Maui.

Offering Private private guided tours of Maui in an Eddie Bauer Expedition. Private transportation can also be provided as well as customized tours.
More Info / Buy Now


HangLoose Maui Ocean Adventures

4 Activity Options

Kayak and Stand Up Paddle Board Tours on Maui for groups or private parties.

Hang Loose Maui Ocean Adventures is owned by a local family providing guided private Kayak and Stand Up Paddle tours of the Olowalu and Makena coastal areas off Maui.
More Info / Buy Now


Hawaiian Boating Adventures

1 Activity Option

Grady White, 30', Power Cat, catamaran design, twin 200 hp Yamaha engines

Design your own customized ocean adventures on the Big Island of Hawaii and choose both how long you want to go out and what ocean activities you want to do on your special tour.
More Info / Buy Now


Haleakala Eco Tours

1 Activity Option

Haleakala Eco Tours - Reserve a tour with one of the exclusive providers of Tours to the top of the

Haleakala Eco Tours provides quality land tours of Haleakala National Park, the Upcountry Maui area and other incredible Maui locations.
More Info / Buy Now


Maui Legend Tours

1 Activity Option

Reserve Maui Legend Tours for sightseeing the Maui island in mini coaches.

Sightseeing land tours of Maui with guides that share the Legends of Hawaii, passed down through the generations, with guests as they enjoy the scenic views.
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Daniels Hawaii

1 Activity Option

Daniels Hawaii - Land Tours in Luxury Vans of Kauai, Maui and Oahu islands.

Daniels Hawaii features private and semi-private land tours on Kauai, Maui and Oahu. Tours are in English and German and highlight luxury vehicles and souvenir videos of the tour which can also be personalized to feature the guest.
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Hanamana Sportfishing Charters

1 Activity Option

Hanamana Sportfishing Charters - 38' Hanamana Twin Diesel Boat with Group and Private Sportfishing c

Hanamana Sportfishing Charters provides Group and Private Sportfishing charters off the Big Island of Hawaii.
More Info / Buy Now


Boogie On Wheelchair Vans

1 Activity Option

Boogie On Wheelchair Van is a Luxury Toyota Sienna XLE Genesis ADA Conversion Vehicle

Boogie On Wheelchair Vans has a mission to enable and encourage guests with disabilities to overcome the challenges of Travel. Maui is a special island with much to share rent a Luxury ADA Conversion Van to get you there!
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Maui Reef Adventures

2 Activity Options

Maui Reef Adventures- Maui Snorkel Tour and Private Charters on Exhilarating 42' Rigid Hull Rafts

Maui Reef Adventures offers private charters and the Molokini Turtle Town Snorkel Tour on their exhilarating 42' Rigid Hull Rafts.
More Info / Buy Now


Blue Hawaiian Helicopters

6 Activity Options

Astar and luxury Ecostar Helicopters both provide spectacular Group and Private charter tours

Blue Hawaiian Helicopters offers spectacular Group or Private Charter helicopter tours on Kauai, Oahu, Maui and Big Island of Hawaii. Eco-Star and A-Star Helicopters are available for privates from all locations and the Maui and Hilo tours.
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