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 $2,593, price is now CA $1,508 per person
CA $1,508
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (4,338 reviews)
Very clean and great location. Staff was excellent!
Reviewed on Apr 15, 2026
2 bedroom luxury Empire State VIEW
Manhattan
Price was CA $7,190, price is now CA $4,007 per person
CA $4,007
per person
Jun 29 - Jul 3
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!
Reviewed on Mar 19, 2026
1 Hotel Brooklyn Bridge
Price was CA $2,719, price is now CA $1,536 per person
CA $1,536
per person
Jun 28 - Jun 30
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Hotel was great, beautiful room and very accommodating staff. Only minor complaint is pertaining to tech issues experienced there. The wifi seemed very spotty, and the 1 Hotel App was very glitchy, the in-room dining was not working properly. The phones worked and staff was very helpful, so it all worked out.
The roof bar got quite busy around 5p and it took 45 minutes to order a drink, may need more bar staff.
Absolutely amazing views from the suite. Especially at night. All in all, good experience - I'll come back.
Reviewed on Apr 16, 2026
Arthouse Hotel New York City
Manhattan
Price was CA $2,788, price is now CA $1,602 per person
CA $1,602
per person
Jun 26 - Jul 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,884 reviews)
Complementary pastry amazing. Staff was absolutely fantastic…professional and nice.
Reviewed on Apr 9, 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 $349 per night from May 13 to May 14
CA $349
CA $399 total
May 13 - May 14
includes taxes & fees
9.4/10 Exceptional! (597 reviews)
Simple and very easy check-in. In fact, we got our room about 2 hours early. The staff were very helpful. Room was as described. Well appointed and we appreciated the balcony looking out to the marina. Quiet and comfortable. The continental breakfast was okay. It was as advertised but, not like a ...
Reviewed on Apr 16, 2026
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is CA $788 per night from May 12 to May 13
CA $788
CA $1,080 total
May 12 - May 13
includes taxes & fees
8.4/10 Very Good! (754 reviews)
Our family of four stayed for 3 nights in a two bedroom suite with ocean views. We booked it last minute for spring break. Overall, we had an amazing time and enjoyed our stay despite the cold temps. The room was clean. I saw no obvious signs of aging of furniture, fittings and walls - a huge plus ...
Reviewed on Apr 14, 2026
Montauk Manor
236 Edgemere St. Montauk NY
The price is CA $208 per night from May 12 to May 13
CA $208
CA $264 total
May 12 - May 13
includes taxes & fees
9.2/10 Wonderful! (1,324 reviews)
The kitchen was perfect, only thing missing was utensils. There is a local store on the way to the manor to pick some of those staples up from.
Reviewed on Apr 13, 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 $1,778
per traveller
The Hamptons and Long Island Wineries Private Tour
CA $1,778
per traveller
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- Flights to Hamptons
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- 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.
