Discover The Hamptons: A Self-Guided Tour
- 8h 30m
- Free cancellation up to 24h before
- Guided in English
- Instant confirmation
Highlights
Discover the legendary Hamptons on this self-guided tour through the oceanfront villages along the South Fork of Long Island. For centuries, these shores have drawn artists, writers, and presidents, yet the Hamptons remain rooted in a quieter history of Shinnecock native peoples, settlers, and whalers. Begin in Southampton, where white-columned estates line lanes, then drive east through farm stands and vineyards between the glamorous towns. Explore Sag Harbor's whaling heritage, stroll the tree-canopied main street of East Hampton where windmills from the 1600s still stand, and continue to wild Montauk, where a lighthouse has guarded the Atlantic since George Washington authorized its construction in 1796. Along the way, encounter world-class beaches, art museums, and nature preserves that make the Hamptons far more than a celebrity playground. This tour reveals the authentic character beneath the glitz — a place shaped by the sea, the land, and 4 centuries of American stories.
Inclusions
What's included
- Self-guided walking tour, fully on the app — explore at your own pace
- NO live guide or rental equipment provided — please bring your own smartphone and headphones
- Digital Map: GPS coordinates for every stop with navigation support
- 40 narrated stops from Westhampton to Montauk and beyond
What's not
- Private transportation
- Admission fees, live guide, headphones, transport, parking, food/drinks, internet access and rentals
Itinerary
Pass by the Parrish Art Museum in Water Mill, the East End's premier art institution, known for its collection of works by artists who lived and worked in the Hamptons, including William Merritt Chase and Fairfield Porter.
Cooper's Beach is one of the most beautiful stretches of sand on the Eastern Seaboard, consistently ranked among the top beaches in the United States. Alongside it runs Meadow Lane, one of the most expensive addresses in the country.
Wolffer Estate Vineyard is, by almost any measure, the premier winery in the Hamptons - a stunning fifty-five-acre property that has done more than any other to put Long Island wine on the international map.
Sag Harbor is one of the most enchanting small villages on the Eastern Seaboard - a real place with deep roots, genuine character, and a soul forged by centuries of remarkable whaling history.
The Pollock-Krasner House and Study Center in Springs preserves the home and studio of Jackson Pollock and Lee Krasner, two towering figures of twentieth-century art who lived and worked here.
Guild Hall is the cultural heart of East Hampton. Since 1931, this Main Street building has served as gallery, theater, and community gathering place, establishing the village as a genuine cultural destination.
Main Beach in East Hampton is an icon - considered by many the most famous beach in the Hamptons and a strong contender for the most famous in the Northeastern United States.
At the easternmost tip of Long Island stands the Montauk Point Lighthouse, one of the most iconic structures in New York State, where history, natural beauty, and raw oceanic power converge.
Ditch Plains is the most famous surf beach in the Hamptons, where East Coast wave-riding culture meets the salt-sprayed energy of Montauk.
Shelter Island sits in the middle of Peconic Bay, nestled between the North and South Forks like a hidden gem, and is home to the vast Mashomack Preserve.
Cancellation
Free cancellation up to 24 hours before the experience starts, for a full refund.
Know before you go
- Meeting point
- This is a self-guided app-based tour with no in-person guide or fixed meeting point. Your access code is already on your ticket (below the barcode) — enter it in the CloudGuide app to start at the suggested location, or any stop on the route, in the order that suits you best.
- Pickup
- Everyone meets at the starting point; there is no pickup.
- Ticket type
- Mobile or paper ticket accepted
- Operated by
- CloudGuide S.L
- Not recommended for travelers with spinal injuries
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
How it compares in Long Island
- Its from-price is 99% below the median of the 119 experiences we list in Long Island.
- It is longer than most of them.
- The operator lists free cancellation on it.
About Long Island
Long Island stretches east from New York City for about 190 kilometres, with Atlantic beaches, the Hamptons, lighthouses and wine country.
Long Island runs east from New York City for about 190 kilometres, a long island of beaches and bays between the Atlantic Ocean and Long Island Sound, split at its eastern end into the North Fork and South Fork. Brooklyn and Queens lie at its western end, while Nassau and Suffolk counties make up the rest, a mix of suburbs, villages and farmland. Jones Beach, a state park with a long strip of ocean sand and an Art Deco bathhouse, is one of its busiest places.
Special offers in Long Island
Was/now prices come from the operator, never from us.
