Sag Harbor Vacation Packages
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Your Sag Harbor Vacation
Say farewell to planning hassles and hello to a Sag Harbor vacation package. With everything organized before you go, you can focus on discovering the best of this city, starting with Village of Southampton, which is great for history, coastal beaches and culture. Wolffer Estates Vineyard, Sag Harbor Marine Park and LongHouse Reserve are just a few of the sights you'll want to explore during your trip to Sag Harbor. Don't delay exploring this city any longer. The perfect Sag Harbor vacation is just a few clicks away with Expedia.
Top Sag Harbor Vacation Deals
Price found within the past 48 hours. Click for updated prices.
New York Marriott Marquis
Manhattan
Price was CA $1,635, price is now CA $979 per person
CA $979
per person
Jul 3 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (4,409 reviews)
Location is amazing. Stay 6 days with family and we used all amenities . Everything was excellent location is in the middle on Times Square closed to restaurants, broadway etc.
Reviewed on May 30, 2026
Pendry Natirar
Price was CA $4,716, price is now CA $2,919 per person
CA $2,919
per person
Jul 2 - Jul 5
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (11 reviews)
Great rooms, wonderful service and staff, perfect location and very pet friendly.
Reviewed on Apr 26, 2026
JW Marriott Essex House New York
Manhattan
Price was CA $2,324, price is now CA $1,469 per person
CA $1,469
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,001 reviews)
Great location to the park and subway. GREAT staff! This was one of the nicest hotels I have stayed at in NYC. I would go right back.. it was an amazing stay!
Reviewed on May 27, 2026
Sag Harbor Beach Vacation
Listen to the sound of waves breaking onto the shore and look out over the sparkling waters during your Sag Harbor vacation. If you're in need of some time out, a trip to Sag Harbor will do wonders. We have plenty of Sag Harbor packages to choose from. Lock in one near Havens Beach, just 3 kilometres from the downtown area, and live out your vacation fantasies without hurting your budget.
Sag Harbor Hotel Deals
Sag Harbor Inn
45 West Water Street Sag Harbor NY
The price is CA $434 per night from Jun 2 to Jun 3
CA $434
CA $496 total
Jun 2 - Jun 3
includes taxes & fees
9.4/10 Exceptional! (621 reviews)
"Great location, room was spacious with great outlook and breakfast was perfect!"
Reviewed on May 30, 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is CA $121 per night from Jun 7 to Jun 8
CA $121
CA $139 total
Jun 7 - Jun 8
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"We used the place as a crash pad - easy to get to from the marina and close to "the main strip" . We did not have a car and it was a holiday weekend."
Reviewed on May 28, 2026
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is CA $897 per night from Jun 11 to Jun 12
CA $897
CA $1,230 total
Jun 11 - Jun 12
includes taxes & fees
8.4/10 Very Good! (787 reviews)
"major construction would be ongoing for three of our four days at the hotel. Had we been informed beforehand, we would have made different arrangements entirely. The first room we were assigned had multiple issues: The AC was not functioning, and the room was 80 degrees upon arrival. The “ocean view” ..."
Reviewed on May 28, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Sag Harbor
Havens Beach
If a restful vacation is part of your travel plans, Havens Beach might be the perfect place to seek out during your trip to Sag Harbor. While you're in the area, stroll along the waterfront.
What to do in Sag Harbor
Full Day Private Long Island Wine Tours from New York City
CA $259
per adult
Hamptons Private Day Trip from New York City
CA $1,777
per traveller
The Hamptons and Long Island Wineries Private Tour
CA $1,777
per traveller
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- Flights to Hamptons
- Flights from Toronto to Hamptons
- Flights from North Haven
- Flights from Bridgehampton
- Flights from Atlanta (ATL) to East Hampton (HTO)
- Flights from Buffalo (BUF) to East Hampton (HTO)
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- Flights from Edmonton (YEA) to East Hampton (HTO)
- Flights from Toronto (YYZ) to New York (NYC)
- Bedell Cellars
- Visit Bridgehampton
- Castello di Borghese / Hargrave Vineyard
- Cooper's Beach
- East Hampton Main Beach
- East Hampton Vacations
- First United Methodist Church
- Georgica Beach
- Hampton Bays Vacations
- Hamptons Vacations
- Visit Hamptons
- Havens Beach
- Hither Hills State Park
- Hither Woods Preserve
- Kontokosta Winery
- Longhouse Reserve
- Martha Clara Vineyards
- Montauk Vacations
- Napeague State Park
- Visit North Haven
- North Main Street Historic District
- Old Hook Mill
- Orient Vacations
- Parrish Art Museum
- Pindar Vineyards
- Pollock-Krasner House and Study Center
- Ponquogue Beach
- Visit Bay Point
- Shadmoor State Park
- Shelter Island Heights Vacations
- Shinnecock Nation Cultural Center and Museum
- Southampton Arts Center
- Southampton Vacations
- Visit Wainscott Woods
- Wolffer Estates Vineyard
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
