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.
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
Manhattan
Save 100% on your flight
per person
Jun. 29 - Jul. 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8/10 Very Good! (4,892 reviews)
We love that the location was right at Grand Central station. It was just a few short blocks from Time Square. We can't wait to go back.

Reviewed on Apr. 25, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Jul. 9 - Jul. 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.8/10 Excellent! (1,010 reviews)
Great stay! Would recommend! Very clean. Friendly staff. Amazing views.

Reviewed on Apr. 21, 2025

The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
Save 100% on your flight
per person
May 27 - Jun. 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,537 reviews)
FABULOUS property, especially their rooftop bar Vintage Green. Absolutely spectacular scenery and vibes!

Reviewed on Apr. 25, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
per person
May 26 - May 30
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
I stay here when working in the area, staff ur great, rooms are spacious and complimentary breakfast and dinner is delicious!

Reviewed on Apr. 21, 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
Jul. 9 - Jul. 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Beautifully located, went during the busiest time of year

Reviewed on Apr. 16, 2025

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.

Ready to book your vacation to Sag Harbor?

 

Choose your dates

Sag Harbor Hotel Deals

Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
9/10 Wonderful! (230 reviews)
"Everyone was so kind and helpful during our stay! We absolutely loved our room and will return!"

Reviewed on Apr. 23, 2025

Get rates
Baron's Cove
Sag Harbor Inn
Sag Harbor Inn
3.5 out of 5
45 West Water Street, Sag Harbor, NY
The price is CA $298 per night from Apr. 29 to Apr. 30
CA $298
CA $340 total
includes taxes & fees
Apr 29 - Apr 30
9.4/10 Exceptional! (512 reviews)
"Clean and quiet place!! Close to town."

Reviewed on Apr. 23, 2025

Sag Harbor Inn
Montauk Yacht Club
Montauk Yacht Club
4 out of 5
32 Star Island Rd, Montauk, NY
The price is CA $331 per night from Apr. 28 to Apr. 29
CA $331
CA $378 total
includes taxes & fees
Apr 28 - Apr 29
8.4/10 Very Good! (1,001 reviews)
"always enjoy my stay"

Reviewed on Apr. 21, 2025

Montauk Yacht Club
See all 4,634 properties in Sag Harbor
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Sag Harbor vacation package cost?
You can grab a vacation package to this popular destination from CA $579 on Expedia. But how much your vacation to Sag Harbor costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Sag Harbor?
The off-season is the best time to head to Sag Harbor if you’re on a budget. Another tip for scoring cheap Sag Harbor vacation packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Sag Harbor?
For your Sag Harbor vacation, a few days will be enough to explore all the highlights. Make sure to check out Sag Harbor Whaling and Historical Museum — it’s one of the leading attractions in this destination. If you want more adventure, think about basing yourself here and going on some tours from Sag Harbor.
Is it worth booking a vacation package to Sag Harbor?
Well known for its views, culture and history, a Sag Harbor vacation is a hit with all kinds of visitors. Be sure to check out main sights like Bay Street Theatre and Mashashimuet Park, and consider renting some wheels for day trips to experience even more.
How to find the best Sag Harbor package deals?
Start your search for a Sag Harbor package deal by entering your preferred travel dates and destination under our “Packages” tab. Then add some filters, like “Property type” and “Popular locations,” to tailor the results to your exact style. You can also sort by “Package discount” and discover offers that come with huge savings. If you don’t find the perfect Sag Harbor package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Sag Harbor escape underway.
Is it cheaper to book a Sag Harbor vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays individually. Better still, you can customize your Sag Harbor trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Sag Harbor?
If you’re considering a spur-of-the-moment Sag Harbor getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Sag Harbor?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to go to Sag Harbor.
  2. Budget wisely: Besides the price of your stay, you should factor in other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that could arise during your trip to Sag Harbor.
  3. Decide how long to go away for: Now that you know more about Sag Harbor, you can work out the ideal length of your vacation. Create a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that’s left is to pick a Sag Harbor vacation package that brings all your bookings together.

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.

Havens Beach

What to do in Sag Harbor

Montauk Lighthouse

Hamptons Private Day Trip from New York City

CA $1,798
per traveller
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

CA $1,798
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in Sag Harbor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.