Hampton Bays, NY Outdoor Activities

From the road, passing cyclists glimpse rows of grapevines stretching across gently sloped hills and converging at the horizon under a beaming midday sun. The scene could easily be mistaken for Northern California or another storied wine-producing region, but it's how a normal day looks around Long Island’s North Fork area, where more than 50 wineries call the rolling vineyards their home.

Guides at Vintage Bicycle Tours bring two-wheeled travelers into the heart of the area’s wineries—as well as its many farm stands, boutiques, and views of Peconic Bay—through their signature bike tours and customizable à la carte tours. Passionate about both wine and cycling, guides supply visitors with thirst-quenching narration and all equipment, including a choice of Kent tandem comfort bikes for two or Diamondback mountain-comfort hybrid cycles. Alternatively, Vintage Bicycle Tours permits riders to bring their own bikes or all-terrain unicycles.

With more than 10 on-water activities, Hamptons Paddleboard lets its customers accomplish everything from catching fish to conquering crashing waves. Led by Captain Mike, a USCG Certified Master Captain with more than 15 years of experience, the team of CPR-certified instructors and captains help students traverse the Hampton's varied aquatic terrain. The crew can teach fledgling aquanauts to smooth out wobbles atop a paddleboard, ski along the water, or successfully snorkel the water's depths. Tours by paddleboard, kayak, or canoe are also available amid the warm, romantic glow of sunset.