Win A Family Sailing Vacation with Offshore Sailing School®

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Enter now for your chance to win a 5-day Family Learn to Sail Course for up to two adults and three kids, ages 7 – 17, with resort stay at South Seas Island Resort on Captiva Island, Florida. 

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This family learning vacation prize includes textbooks sent in advance, sailing course taught by US Sailing-certified instructor half-days from Monday through Friday, five nights’ resort accommodations in 2-bedroom Tennis Villa, including taxes and resort amenity fee, diplomas, logbooks and US Sailing Basic Keelboat certification to skipper a boat up to 30’. Offshore Sailing School graduates also receive lifetime discounts on future courses and many partner benefits. View Learn to Sail Course details here.


South Seas Island Resort is a private 330 acre nature preserve on the Gulf of Mexico with 2.5 miles of beautiful sandy beaches and a lot of family activities such as, sailing, swimming, shelling, spa, golf, boat and watersport rentals, dining, tennis, yoga, shopping, eco-tours and sight-seeing trips to view dolphins, manatees, birds, and beautiful sunsets. 

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Enter To Win the K2 Dream Sweepstakes

Enter To Win a K2 Dream Vacation

Enter for your chance to win a trip for a family of 4 to a US ski resort determined by K2 Skis, includes airfare, 4 nights hotel and 3 day lift pass, plus a K2 ski package including skis and bindings for each family member.

Dennis Risvoll in Kågtinden Norway

Sail to Ski

From sailing fjord to fjord to summits with views of the sea, the experiences on sail Norway's Lyngen and Finnmark Trip put the "No Way!" in Norway.

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Win a Family Ski Getaway!

Tell us why your family deserves to win a free ski vacation. And make it a really good reason, because next month SKI readers will vote for their favorite entries. The three lucky families with the most votes will win vacations to Smugglers' Notch, Steamboat and Northstar-at-Tahoe.