Tradewind Charters
Sailing cruises and sailing charters are available for you in Oahu on a private basis on Tradewind Charters. Your party could be as small as just a couple or as large as eighty people and you'll be treated with luxury and privacy on one of Tradewind Charters beautiful sailing yachts. There are a number of yachts available for your use ranging from forty foot sailing yachts to forty-five foot catamarans to sixty-five foot sailing catamarans. The intimate and relaxing ambience of these charters will make your visit to the islands all that more enjoyable. There is no question that taking a sailing cruise or having a sailing charter on a boat that is exclusively for your party, whether it be large of small, is the best way to go. The question always comes up however about the price. People often think that these costs would be prohibitive but in many cases the absolute reverse is actually the case. Tradewind Charters generally has their pricing based upon the number of hours that you would want the boat. The price charged could seem fairly expensive if there is just a few of you in the group but if you have larger amounts of people the pricing will get progressively better as your number of people grows. In many cases the actual price per person can become even lower than the price charged per person on other boats that are not a private. Tradewinds Charters is always worthy of consideration when viewed in this light as it might actually not only be your best choice for comfort, relaxation and overall ambience but it also might be your best choice regarding price as well. Keep in mind that Tradewinds Charters has many varied choices of cruises available including sunset sails, dinner cruises, a delightful Mimosa Sunrise Cruise, a champagne and chocolates cruise, private whale watching cruises, sailing cruises and even sailing lessons, memorial service and ash scattering, snorkel cruises, overnight and inter-island cruises, wedding and vow renewals at sea and even bachelor or bachelorette party cruises.…
| Description: Ideal outing for the guys or girls last night out. Celebrate with your friends your last day as a single person aboard a luxury yacht. You can be picked up by a stretch limousine and arrive at a private yacht just before sunset for a private 2 hour sailing party.*
Departure Point: Kewalo Basin
Operates: Pending availability
Duration: 2 hours
(..more info) | Your Price | | 40' Sail Yacht 2-12 Pax | $495.00 | $474.90 | | 40' Sail Cat 2-24 Pax | $1,200.00 | $1,140.00 | | 40' Sail Cat 25-48 Pax | $1,495.00 | $1,420.00 | | |
| 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 in season. The "Love Boat" is a luxury 40" sailing yacht at Kewalo Basin just minutes from Waikiki. Includes: Chilled Champagne, Custom Etched "Just Married" Champagne Flutes, Godiva Chocolates, Honeymooners Gift Pack delivered in a hand woven basket made in Hawaii, a fully equipped sailing yacht with lots of cockpit and deck seating and lounging room, restroom below deck, a great sound system and two relaxing hours on the Pacific Ocean. Suggestion: for those coming directly from their wedding site, consider bringing along a change of clothes and/or swimsuit/towel which you can change over into at the vessel. Bring along a camera or hire a professional photographer to capture your cruise on a CD.*
Departure Point: Kewalo Basin
Operates: Daily: 10am-12noon or 12noon-2:00pm or 2:00-4:00pm
Duration: 2 hours
(..more info) | Your Price | | 40' Sail Yacht 2 Pax | $495.00 | $474.90 | | 40' Sail Yacht 3-6 Pax | $595.00 | $569.90 | | 40' Sail Yacht 7-12 Pax | $695.00 | $664.90 | | |
| Description: 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 you wish. Marine life such as manta rays, dolphins, sea turtles and humpback whales are frequently sighted sailing, while delightful snorkeling awaits at an exclusive anchorage. Suggestions: Bring a hat/visor, swimwear and cover up, sunscreen, towels, binoculars, camera, disposable under water cameras and movie gear.*
Departure Point: Kewalo Basin
Operates: Morning Sail 8:00am to 11:00am. Afternoon Sail 11:00pm to 2:00pm or 2:00pm to 5:00pm
Duration: 3 hours
(..more info) | Your Price | | 40' Sail Cat 1-48 Pax | $1,800.00 | $1,691.90 | | 40' Sail Yacht 1-6 Pax | $495.00 | $474.90 | | 65' Sail Cat For Up To 75 | $5,985.00 | $5,625.90 | | |
| Description: Ash Scattering at Sea -Your loved one"s ashes can be scattered on the smooth ocean waters off Diamond Head 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 in a serene, reflective atmosphere. Professional staff will assist you with every step with their caring compassion and high quality services. Let them help you with this difficult task.*
Departure Point: Kewalo Basin and available on all islands, please inquire.
Operates: Per Reservation
Duration: 1 or 2 hours
(..more info) | Your Price | | 40' Sailing Yacht 1.5 Hrs Unaccompanied | $295.00 | $274.90 | | 40' Sailing Yacht 1.5 Hrs 1-6 Pax | $495.00 | $474.90 | | 40' Sailing Yacht 1.5 Hrs 7-12 Pax | $595.00 | $570.90 | | 40' Saling Cat 1 Hour 48 Pax | $795.00 | $762.90 | | 42' Motor Cat 1 Hour 48 Pax | $795.00 | $762.90 | | 65' Sailing Cat 1 Hour 75 Pax | $1,995.00 | $1,874.90 | | 65' Motor Yacht 75 Pax | $1,995.00 | $1,874.90 | | Sea Plane 1 Hour Unaccompanied | $1,295.00 | $1,242.90 | | Sea Plane 1 Hour 2 Pax | $1,495.00 | $1,434.90 | | See Options List | $0.00 | $0.00 | | |
| Description: Ideal for the romantic couple who"s up at the crack of 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/renewal vows than at sea as a new day races over the horizon*
Departure Point: Kewalo Basin
Operates: Summer 5:30 to 7:30am Fall/Spring 6 to 8am Winter 6:30 to 8:30am
Duration: 2 hours
(..more info) | Your Price | | 40' Sail Cat 10-49 Pax Per Hr Plus $20 Per Person | $600.00 | $569.90 | | 40' Sail Yacht 2 Pax | $495.00 | $469.90 | | 40' Sail Yacht 3-6 Pax | $595.00 | $564.90 | | 40' Sail Yacht 7-12 Addtl Per Person | $75.00 | $70.90 | | 65' Sail Cat 40-75 Pax Per Hr Plus $20 Per Person | $1,995.00 | $1,874.90 | | |
| Description: Couples and families alike can now inexpensively charter a beautiful yacht and escape the congestion, noise and fast pace of city life and SAIL off to a few of Hawaii's, 'Quiet Islands.' Your Captain will share many of the island's secrets while you enjoy incredible snorkeling/diving, fishing, hiking, scenery and blue water sailing. Learn how to sail, explore outer islands or just get off the beaten path and relax. Includes Captain/Crew, fully equipped yachts include but are not limited to barbecues, stoves, refrigerators, stereos, bedding, snorkeling equipment, fishing gear and inflatable kayak/dinghy.
Departure Point: Kewalo Basin
Operates: By appointment
Duration: Varies
(..more info) Call for Special Pricing | |
| Description: Armchair and beginning sailors, here's an opportunity to develop basic skills and knowledge and 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. Perfect for a family vacation, 2 days and one night
Departure Point: Kewalo Basin
Operates: Pending availability
Duration: 3 hours on the water
(..more info) | Your Price | | 40' Sail Yacht 1-4 Pax | $495.00 | $474.90 | | Lunch and Beverages Per Person | $30.00 | $30.00 | | |
| Description: Between December and May the Humpback Whales visit the Hawaiian Islands every year. These whales reach sizes 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 morning or afternoon 3 hour sail on the water
Departure Point: Kewalo Basin
Operates: Daily 8:00 to 11:00am or 11:00am to 2:00pm or 2:00 to 5:00pm adventure
Duration: 3 Hours
(..more info) | Your Price | | 40' Sail Cat 2-49 Pax Per Hour | $600.00 | $563.90 | | 40' Sail Yacht 1-6 Pax | $495.00 | $474.90 | | 42' Motor Cat - 48 Pax Per Hour | $600.00 | $563.90 | | |
Sailing Charters on Oahu by Tradewind Charters
Bachelor Party Cruise 
