Swap skyscrapers for salt air on a long‑day tour east from Manhattan. Visit historic Southampton, sip at a local winery, explore Sag Harbor’s harborfront, and finish with outlet bargains in Riverhead.
More ways to explore the area's outdoor wonders
By 7 a.m., the city slips from the windows and the road unfurls toward a coastline shaped by ice and sea. Long Island’s terminal moraine drops away into rolling lawns and narrow lanes where clipped hedges and shingled facades frame views of the sound. This full-day circuit threads Southampton’s historic village, a family-run winery, Sag Harbor’s maritime harbor, and the bargain rows of Tanger Outlets in Riverhead.
Difficulty
easy
Duration
11–13 hours
Fitness Level
Light activity: able to stand and walk short distances across uneven sidewalks and docks; should tolerate several hours on a coach.
Wildlife
History
Southampton was settled in the 1640s and later grew into a prominent summer community; Sag Harbor prospered in the 1800s as a whaling and shipbuilding port, traces of which remain along its waterfront.
Conservation
Barrier beaches and dunes on Long Island are fragile—stay on marked paths, avoid trampling dune vegetation, and support local reforestation and beach‑stewardship efforts like the operator’s One Tree Planted partnership.
Reserve your spot on the Hamptons, Sag Harbor & Outlet Shopping, 1-Day Tour from NYC today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Start Early, Pack Snacks
The coach departs early from Port Authority; bring breakfast or snacks to eat on the road since scheduled stops are time-limited.
Bring ID for Wine Tasting
Carry a government ID if you plan to sample wine—tastings require proof of age and may be brief.
Layer for Coastal Wind
Even on warm days, the sea breeze can be cool—bring a windbreaker or light layers for harbor walks.
Reserve Time for Shopping
Plan which stores you want to hit at Tanger Outlets; time at the outlets is finite and popular retailers get busy.
Comfortable walking shoes
Support for pavement, boardwalks and uneven harbor surfaces during short walks.
Light windproof jacket
Coastal winds can be cool; a wind layer keeps you comfortable during harbor strolls.
spring
Reusable water bottle
Stay hydrated during a long day with limited time between stops to buy drinks.
summer
Valid photo ID
Required for wine tastings and any age-restricted purchases.