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Blacklane is a global, high-quality chauffeur service available in over 500 cities across more than 60 countries—and they offer a seasonal route from NYC to the Hamptons. Requiring advanced reservations, the service provides a comfortable space to work or reset, so you arrive feeling your best. Choose from three pre-booked vehicle classes: First Class (think Mercedes S-Class, BMW 7 Series, or Audi A8); Business Class (Mercedes E-Class, BMW 5 Series, Audi A6, or similar); and Business Van/SUV (Mercedes V-Class, Chevy Suburban, Cadillac Escalade, or Toyota Alphard). And pricing varies with the class you choose.

With BLADE, you bypass the gridlock on the Long Island Expressway and fly direct to West Hampton/Quogue, Southampton, Sag Harbor, East Hampton, Shelter Island, or Montauk. Choose between shared flights or private charters—via helicopter, seaplane, or turboprop—departing from convenient Manhattan locations and landing close to the beaches, marinas, and villages.

There's no transportation more iconic to the Hamptons than the Jitney. In operation since 1974, the bright green coaches have become a true rite of passage—everyone who's spent time out east has taken one at some point. Departing daily from convenient Manhattan locations and stopping in every major Hamptons town from Southampton to Montauk, the Jitney is comfortable, reliable, and refreshingly unfussy. Wi-Fi, power outlets, and complimentary snacks come standard, so you can work or sleep your way out to the beach. It’s not the fastest option, but a classic for a reason.

For a step up from the Jitney, the Hampton Ambassador is the Hamptons' more elevated coach service. More of a business class experience on the road with extra legroom, fewer passengers, complimentary refreshments, and a quieter ride. Routes run between NYC and Southampton, Bridgehampton, East Hampton, Amagansett, and Montauk, departing from convenient Manhattan locations.

For the sailor (or boat enthusiast) in your life, look no further than Barton & Gray Mariners Club. The membership-based service gives you access to a fleet of pristine Hinckley yachts and their own custom-built, larger Barton & Gray Daychaser Yachts—piloted by professional captains—at locations across Southampton, Sag Harbor, and East Hampton. Members can take a boat out for a day of cruising, swimming, sunset chasing, or harbor-hopping without any of the hassle of ownership (no maintenance, storage, or insurance). Membership starts with a $24,500 initiation fee, with annual dues of an entry level membership at $39,500. It's the smartest way to spend the summer on the water.

Yacht Kelpie is a 78.8-foot traditional gaff-rigged schooner—once employed by the U.S. Coast Guard to hunt German U-boats during WWII—and quite possibly the most beautiful sailboat we've ever stepped aboard. Lunch can be catered on board (a sushi spread from Sen, if you so choose) or arranged at the waterside spot of your choice (Duryea's, Sunset Beach, take your pick). They also offer the Sea-Tox Sail: a curated wellness experience anchored by a sound bath and a chef-driven menu of light, mineral- and nutrient-rich coastal fare.

Yacht Hampton offers seamless access to an unrivaled fleet of premium vessels across the Hamptons. The internationally curated lineup is available for everything from effortless single-day charters to full-season FleetShare memberships, and depending on the boat, water toys, water sports, fishing, and all manner of adventures await. They also operate one of the nicest marinas in Sag Harbor, where boat owners can take advantage of storage, cleaning, and mechanic services. A concierge handles the day end-to-end, making the entire process feel effortless from booking to docking.