When summer ends and the days get shorter and cooler, panic sets in for windsurfers and kitesurfers. It is a common affliction in northern areas, as we watch with dismay as the jet stream dips south bringing in the cold Canadian air. We are forced to forget the glorious hot days of summer, the warm southern winds and late sunsets. The wind season is winding down, but it is not over. Fall sailing is great, the waters are usually warmer than in the spring and when there is wind, it is strong. The only downside to fall sailing and heading to a destination is that the winds can be fluky in this season and you may find a week of great wind, followed by a week of the doldrums. So, if you are going to take a trip in search of wind it is always best to go to a place that is easy to get to, less hassle once you are there and has plenty of other things to do, just in case you get a few days of no wind.

So where does one go during the fall and early winter months? If you ask around to fellow wind junkies, you will get lots of varying answers. So I picked four places that had to fit the criteria of: easy to get to, good winds, and lots of other things to do other than sailing.

New York City and Long Island, NY

This might come as a surprise to some, two hours driving from New York City, you can find some extremely challenging and exciting windsurfing and kite surfing spots. If you watch the weather maps, maybe even get a subscription to iwindsuf.com, you can pretty much get dialed in for long weekend or even a week. This area is better in early fall (late September through till October), as later in the season it can get really cold!

Where to go

In Long Island the best spots are Napeague Bay and its outer waters, Gardiners Bay. For more variety you can try Hecksher State Park (located in the middle of the island), or Peconic Bay. The Shinecock Inlet (also known as The Bowl) and Ditch Plains make for superb ocean sailing when the wind is side shore. Places closer to New York City are Plumb Beach (about 30 minutes) and Sandy Hook (in New Jersey).

Gear Situation

The Long Island area has places to rent gear, but off-season you have to make the effort, meaning that you may have to pick up and drop off the gear from the shop and have a vehicle that can haul it. The two places on the East End are Hampton’s Windsurfing: (631) 283-9463 and Main Beach: 516-647-0678. Hampton’s Windsufing and Main Beach both have kite gear for sale and kite lessons available. There is also a local kitesurfing instructor, Skatoor, who supplies gear with all his lessons: 203-984-1097.

Non-Wind Activities

There is some really great single track mountain biking at Hither Hills State Park and in the Northwest Woods; maps can be found for the areas at all the local bike shops. The fishing season is great all fall and you can find boats in Montauk, Hampton Bays and Bay Shore. Golf on any of the state courses on Long Island is available and there is one right in Montauk called The Montauk Downs, rated one of America’s top 50 public golf courses. There is always a wave for surfing at Ditch Plains in Montauk.

Maui, HI

Maui is a Mecca for windsurfers and kitesurfers. When you drive around the island you often see cars loaded with gear valued more than the cars themselves! Professionals and amateur windsurfers and kitesurfers flock to this area year round, but early fall is a great time to go, since the winds tend to be strong and the waves are just building for winter. If you wait until late November and December the trade winds are less of a guaranteed, but you will still probably find yourself sailing at least half of your time there. Like all fall season spots, the winds on Maui can shut off for a week and then come back strong, but the great thing about Maui is that there is so much to do other than windsurfing on the island, so it takes the sting out of getting skunked. The trick with all the spots on Maui depends on the wave direction and size. If there are no waves then almost all of the sites are a bit easier. If there is a big swell, then check with locals about conditions and the best place to sail based on your level.

Where to sail

Maui is just epic all over but the popular spots are Kanaha, Spreckelsville and Ho’okipia and all throughout Kihei. Kiting is only allowed at this point at Kite Beach, just down from Kanaha. There may be other locations where it is allowed so check with your local shop.

Gear Situation

Unless you are really attached to your gear, it is best to pack light and enjoy some of the newest gear of the season. Maui boasts the world’s best and most comprehensive gear rentals and they are right to do so. It is the home to many of the board tests, so the shops keep abreast of new innovations and always have the latest gear at reasonable prices. There are so many great shops that you cannot go wrong in your selection. It is best to choose a shop with the brand of gear you want to try out, or test out a brand you don’t normally use so you can see for yourself how your sailing is affected by different shapes and designs.

Non-Wind Activities

Maui offers so much to do from mountain bike tours and bike rides down Hana to just exploring the lush island. Surfing is always a great option on the leeward side and they have great instructors if you are just starting out. Maui also has great towns like Paia, Kehei and Lanai to explore.

Hatteras, NC

Hatteras is the best bet if you live in North East and want to enjoy the varying conditions and simplicity of launches. Hatteras gets just about the same winds as the New York area, but you can sail or fly well into November and December as it is much further south. It is a windsurfing and kiting hotspot and should not be missed if you are an avid sailor or kiter. The great thing about this area is you can rent a house and sail right out your back door! Between the sound and the ocean, Hatteras can accommodate all levels of sailors and kiters in all types of winds and swells. If you pick the right day with a small swell and a side shore breeze, the ocean can be the perfect place to try wave sailing with your kite or on your windsurfer for the first time.