There are 28 products in this category that range in price from $29.90 to $1215.90.
Oahu sailing charters can bring a gentle breeze into your Hawaiian vacation or an Oahu sailing trade wind adventure.
Let's get down to sailing basics. Oahu is an island that is surrounded by water and by wind. Sail boats are designed to catch the wind and sail on the water. There are lots of Oahu sailing vessels on all coasts of the island. All this equals a great sailing experience available for you and your family on one of Oahu's many sailing tours, sailing lessons or sailing charters.
As with all the Hawaiian Islands, Oahu is blessed, about 300 days of the year, with the prevailing "trade winds". These winds generally blow from out of the north-east and vary from 5 to perhaps 25 miles per hour which are excellent conditions for Oahu sailing charters. Mornings on Oahu are generally calm or have gentle winds suitable for light sailing but as the day progresses the trade winds usually become stronger and a stiff wind can become a consistent force for Oahu sailing vessels by mid afternoon. In the evenings and at sunset time the winds will usually die down again and return to a gentle breeze. This is probably an over exaggeration of the usual Oahu sailing day but it generally meets the overall daily template as it relates to sailing Oahu's coasts.
Where do Oahu sailing charters sail?
Kewalo Basin is by far the most departed from harbor for all Oahu sailing charters. The harbor is located in Honolulu just a stone's throw from Waikiki and most of your Oahu sailing charters will pick you up right from your Waikiki hotel and bring you to the departure point. The oceans off Honolulu and Waikiki are generally somewhat protected from wind by the mountains behind but can provide an excellent sailing experience particularly in the afternoon hours.
Oahu's North Shore off the coast line of Haleiwa is also a starting point for Oahu sailing charters and this coastline can often provide an even stiffer wind for your Oahu sailing adventure because of its less protected positioning on the island and can be in a direct line to the prevailing trades as they wrap around the island. Keep in mind however that the winter time can bring with it giant surf on this coastline and can sometimes alter, interrupt or even cancel your Oahu sailing adventure for the day.
Types of Oahu sailing boats
Many of the Oahu sailing vessels are catamarans and they vary in size and capacity greatly. Sailboat charter lengths can vary from 35' to 65' and capacities on these sailing catamarans can vary from a maximum of 20 passengers to a maximum of 80 passengers.
Charter sailing yachts can be very exclusive, carrying only 6 passengers and have amenities that can rival a penthouse condo.
Look for this symbol in the tour descriptions below to indicate if it is Pride of America compatible.
We sell tickets to 28 items in the category Sailing Charters on Oahu.
Sail out to Waikiki's best diving spots, where you can swim, snorkel and explore the reef. Afterwards, have lunch aboard the boat, then kick back, listen to tunes, soak up the sun and enjoy an exhilarating
There's nothing like a Hawaiian sunset, and nothing beats seeing a sunset from sea. During this trip you will enjoy a scenic cruise from the Hilton Pier south towards Diamond Head. Normally the captain
Sail out to Turtle Canyon along the south shores of Honolulu and Waikiki and snorkel off the boat in the warm water where you will see turtles and a variety of fish. On your trip back, keep an eye open
Individuals, families and small groups or companies can sport fish in privacy aboard our comfortable vessel. A variety of reef fish are caught while anchoring or drift fishing over reefs on a reef fishing
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
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
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
Set sail from Waikiki Beach onboard the 54 foot catamaran Spirit of Aloha to view the fireworks and eat dinner at sea. During the cruise you will be served an array of gourmet, fresh selections. The menu
The destination of this trip is usually at Turtle Canyon where you can snorkel in 20 feet of water for 35 to 45 minutes over beautiful tropical reefs filled with many varieties of fish and sea creatures.
See the scenic Ko Olina Coast, which usually includes at least one dolphin sighting. Cruise and snorkel, or upgrade to the stand up paddle board package. During whale watching season from December through
Go snorkeling on the newest boat in the Hawaiian Islands. Discover colorful tropical fish, green sea turtles, exotic coral reef and more of Hawaii's undersea life. Dolphins are also possibilities on this
Come and experience an afternoon tradewind sail on the newest boat in the Hawaiian Islands. Enjoy a fun and high speed sailing adventure along Oahu's beautiful coastline with incredible views of Waikiki
Sailing in Hawaii whether it be on a Hawaii sailboat charter, a Hawaii boat tour or a Hawaii yacht charter is simply a way of life in the islands. Keep in mind that the very first people to come to these islands came by virtue of a sail boat and so the sailing heritage runs deep in the waters surrounding Hawaii.
Kauai sailing, with its sailing boats offering snorkeling trips, snuba adventures, snorkeling from shore, family snorkeling activities and various other tours involving sailing off Kauai are among the most interesting tours that Kauai has to offer.
On a windy day in mid-July, my son Jake and I set out on an afternoon sail that turned out to be one of the most exciting events of our whole summer. On board the catamaran was a handful of other folks who, like us, were in the mood for adventure.
Sailing charters on the Big Island of Hawaii generally depart from the Kona side of the island. Because Kona is usually protected from the stiff tradewinds by the enormous volcanoes behind, these sails are often gentle in nature and are a great way to experience the beauty of Hawaii's ocean and sealife.