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Sailing Charters on Oahu on Oahu Sailing Charters on Oahu by Tradewind Charters
Bachelor Party Cruise - Tradewind Charter on Oahu on OahuBachelor Party Cruise
Champagne & Chocolates Day - Tradewind Charter on OahuChampagne & Chocolates Day
Half Day Sail & Snorkel - Tradewind Charter on OahuHalf Day Sail & Snorkel
Memorial Services - Tradewind Charter on OahuMemorial Services
Mimosa Sunrise Cruise - Tradewind Charter on OahuMimosa Sunrise Cruise
Overnight & Inter Island Cruise - Tradewind Charter on OahuOvernight & Inter Island Cruise
Private Sailing Lessons - Tradewind Charter on OahuPrivate Sailing Lessons
Whale Watching - Tradewind Charter on Oahu on OahuWhale Watching

Tradewind Charters

It doesn't matter what kind of sailing interest you may have, Tradewind Charters will be able to provide a sailing vessel and sailing tour that would be appropriate for you. There are all types of private sailing lessons, half and full day sail and snorkels, overnight and inter-island sailing cruises and sunset sails, whale watch sails and bachelor party sailing cruises. Any type of sailing cruise you can think of they will be able to provide. Most of the "special event" sailing charters they provide are on a private basis where you charter the whole boat for your group. Whether you have a group of just two persons or a group of eighty persons they can find the boat just perfect for you.…

Bachelor Party Cruise - Tradewind Charter on Oahu

Description: This is an ideal outing for the bride's or groom's last night out. Celebrate your last day as a single person with your friends on a luxury yacht for a private 2 hour sailing party. We offer a variety of additional services including limousine transportation, catering, and beverage service. We will do our best to fulfill any special requests. Please inquire when scheduling.
Departure Point: Kewalo Basin.
Operates: Daily, per reservation.
Duration: 2 hours.

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Regular PriceYour Price
40' Sail Yacht 2-12 Pax$495.00$468.90
40' Sail Cat 2-24 Pax$1,200.00$1,140.00
40' Sail Cat 25-48 Pax$1,495.00$1,420.00
Bachelor Party Cruise - Tradewind Charter on Oahu
Champagne & Chocolates Day - Tradewind Charter

Description: Celebrate with chilled champagne and Godiva chocolates at sea. Enjoy smooth sailing conditions with spectacular views of the Honolulu coastline, dolphins, sea turtles and whales, when in season. The Love Boat is a 40 foot luxury sailing yacht which departs from Kewalo Basin, just minutes from Waikiki. This sail features chilled champagne, custom etched "Just Married" champagne flutes, Godiva chocolates, a honeymooners' gift basket, a fully equipped sailing yacht with lots of cockpit and deck seating and lounging room, a restroom below deck, a great sound system and two relaxing hours on the Pacific Ocean. For those coming directly from their wedding site, consider bringing along a change of clothes and a swimsuit and towel to change into on the vessel. We also recommend that guests bring along a camera or hire a professional photographer to capture their time on this cruise. We offer a variety of additional services including limousine transportation, catering, and beverage service. We will do our best to fulfill any special requests. Please inquire when scheduling.
Departure Point: Kewalo Basin.
Operates: Daily at 9:00am, 11:00am, 1:00pm, and 3:00pm.
Duration: 2 hours.

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Regular PriceYour Price
40' Sail Yacht 2 Pax$495.00$468.90
40' Sail Yacht 3-6 Pax$595.00$563.90
40' Sail Yacht 7-12 Pax$695.00$658.90
Champagne & Chocolates Day - Tradewind Charter
Half Day Sail & Snorkel - Tradewind Charter

Description: This sail is perfect for visitors with a desire for real sailing in a private setting. Departure from Honolulu permits guests to enjoy the beauty and excitement of blue water sailing year round, while taking the helm if desired. Marine life such as manta rays, dolphins, sea turtles and humpback whales are frequently sighted, and delightful snorkeling awaits at an exclusive anchorage. We suggest that guests bring a hat or visor, swimwear and cover up, sunscreen, towels, binoculars and under water cameras. We offer a variety of additional services including limousine transportation, catering, and beverage service. We will do our best to fulfill any special requests. Please inquire when scheduling.
Departure Point: Kewalo Basin.
Operates: Daily at 8:00am, 11:00am or 2:30pm.
Duration: 3 hours.

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Regular PriceYour Price
40' - 42' Sail Cat 1-49 Pax Per Hr$600.00$568.90
40' Sail Yacht 1-6 Pax$495.00$468.90
65' Sail Cat For Up To 75 Per Hr$1,995.00$1,893.90
Half Day Sail & Snorkel - Tradewind Charter
Memorial Services - Tradewind Charter

Description: Your loved one's ashes can be scattered on the smooth ocean waters of Hawai'i by your family and friends or by the captain, during a beautiful sunrise or sunset. Pay your last respects to a loved one aboard a luxury sailing yacht or catamaran in a serene, reflective atmosphere. Our professional staff will assist you every step of the way with their caring compassion and high quality of services. Let us help you with this difficult task. Land and aerial ash scattering packages available.
Rates start at $295.

Bronze Package includes: Private 1 hour cruise, memorial certificate, and "Online Living Legacy."
Silver Package includes: Private 1.5 hour cruise, memorial certificate, flower petal baskets, Hawai'ian Pu'olu Urn, "Online Living Legacy," and sodas, juice, and water.
Gold Package includes: Private 2 hour cruise, Hawai'ian Kahu - minister, Hawai'ian Pu'olu Urn, deluxe memorial certificate, flower petal baskets, "Online Living Legacy," buffet style pupus and sodas, juice, and water.


Additional options available. Please inquire.

Departure Point: Services available on all of the islands. Please inquire.
Operates: Daily, per reservation.
Duration: 1 - 2 hours.

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Memorial Services - Tradewind Charter
Mimosa Sunrise Cruise - Tradewind Charter

Description: This sail is ideal for the romantic couple who is up at dawn due to time zone changes. Enjoy the brilliant colors of a sunrise at sea from the deck of the Love Boat. Enjoy complimentary mimosas (champagne and orange juice), coffee and fresh pastries as you witness a glorious sunrise over Diamond Head Crater. What better location to exchange your wedding or renewal vows than at sea as a new day races over the horizon.
Departure Point: Kewalo Basin.
Operates: 5:30am in the summer, 6:00am in the fall and spring, and 6:30am in the winter months.
Duration: 2 hours.

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Regular PriceYour Price
40' Sail Cat 10-45 Pax Per Hr$500.00$473.90
40' Sail Yacht 2 Pax$495.00$468.90
40' Sail Yacht 3-6 Pax$595.00$563.90
65' Sail Cat 40-80 Pax Per Hr$1,500.00$1,423.90
40' Sail Yacht 7-10 Pax$595.00$563.90
Mimosa Sunrise Cruise - Tradewind Charter
Overnight & Inter Island Cruis - Tradewind Charter

Description: Couples and families alike can charter a beautiful yacht and escape the congestion, noise and fast pace of city life by sailing off to a few of Hawaii's more quiet islands. Your captain will share many of the island's secrets while you enjoy incredible snorkeling and diving, fishing, hiking, scenic views and blue water sailing. Learn how to sail, explore outer islands or just get off the beaten path and relax. This package includes your captain and crew. Our fully equipped yachts include but are not limited to barbecues, stoves, refrigerators, stereos, bedding, snorkeling equipment, fishing gear and an inflatable kayak or dinghy.
Departure Point: Trips available for Big Island of Hawaii, Oahu, Maui, Kauai, Lanai, and Molokai.
Operates: Daily, per reservation.
Duration: 2 - 8 days days depending on selected tour.

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Overnight & Inter Island Cruise - Tradewind Charter
Private Sailing Lessons - Tradewind Charter

Description: Develop your basic skills and knowledge to further your sailing dreams. Through private lessons and hands-on instruction, sailors quickly advance, developing the confidence and competence to safely operate sailboats. Your personal USCG licensed captain/instructor teaches to international standards and will issue a certificate upon completion. Also available is a blue water cruising course, where students learn while they live aboard their cruising yacht.
Departure Point: Kewalo Basin.
Operates: Daily, per reservation.
Duration: 3 hours.

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Regular PriceYour Price
40' Sail$495.00$474.90
Private Sailing Lessons - Tradewind Charter
Whale Watching - Tradewind Charter on Oahu

Description: Between December and May every year, humpback whales visit the Hawaiian Islands. These whales reach lengths of 35 to 50 feet and weigh up to 50 tons. These intelligent visitors return annually to deliver their newborn calves in Hawaii's sheltered, warm waters and start another generation of the endangered species. Marine life such as dolphins, sea turtles and manta and eagle rays are also frequently sighted while sailing. Join in for a truly memorable 3 hour sail. We offer a variety of additional services including limousine transportation, and catering, and beverage service for the catamaran. We will do our best to fulfill any special requests. Please inquire when scheduling.
Departure Point: Kewalo Basin.
Operates: Daily at 8:00am, 11:00am or 2:00pm. This is a seasonal tour.
Duration: 3 hours or customize your charter.

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Regular PriceYour Price
40' Sail Cat 2-49 Pax Per Hour$600.00$568.90
40' Sail Yacht 1-6 Pax 3 Hours$495.00$468.90
40' Sail Yacht 7-12 Pax 3 Hours$495.00$468.90
65' Sail Cat 2-75 Pax Per Hour$1,995.00$1,893.90
72' Motor Vessel 2-77 Pax Per Hour$1,995.00$1,893.90
Whale Watching - Tradewind Charter on Oahu