A marina with several boats docked, including a white motorboat and a sailboat with a canopy.

Sag Harbor Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Sag Harbor vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Sept 4 - Sept 9

    Radio Hotel + Flight

    Manhattan
    5 nights
    4.0 star property
    8.6/10 - Excellent (2,481 reviews)
    "Cute hotel"
    Reviewed July 16, 2026
    Roundtrip Toronto (YTO) - New York (JFK)
    YYZ - EWRNonstop EWR - YYZNonstop
    CA $1,555
    CA $902
    per traveller
    found 1 day ago
    Radio Hotel
  • Oct 1 - Oct 4

    The Towers at Lotte New York Palace + Flight

    Manhattan
    3 nights
    5.0 star property
    9.2/10 - Wonderful (687 reviews)
    "Great location, great view"
    Reviewed July 5, 2026
    Roundtrip Toronto (YYZ) - New York (JFK)
    YYZ - EWRNonstop EWR - YYZNonstop
    CA $3,670
    CA $2,182
    per traveller
    found 1 hour ago
    The Towers at Lotte New York Palace
  • Aug 28 - Sept 2

    NobleDEN Hotel + Flight

    Manhattan
    5 nights
    4.0 star property
    9.8/10 - Exceptional (1,635 reviews)
    "The NoblDen Hotel was amazing! I would definitely stay here again when visiting NYC. It was close to Little Italy, ChinaTown, SOHO, and a great spot from which to navigate Manhattan. The rooms were so clean, comfortable, and it was awesome to have a balcony and the rooftop to see the city. The staff was extremely courteous and helpful! Highly recommend!"
    Reviewed July 10, 2026
    Roundtrip Toronto (YTO) - New York (JFK)
    YYZ - EWRNonstop EWR - YYZNonstop
    CA $2,273
    CA $1,371
    per traveller
    found 1 day ago
    NobleDEN Hotel
  • Aug 26 - Aug 30

    1 Hotel Brooklyn Bridge + Flight

    Brooklyn
    4 nights
    5.0 star property
    9.0/10 - Wonderful (1,002 reviews)
    "Love all the plants that were included in the decor. Top notch quality."
    Reviewed July 14, 2026
    Roundtrip Toronto (YTO) - New York (JFK)
    YYZ - JFK1 stop JFK - YYZNonstop
    CA $5,116
    CA $3,183
    per traveller
    found 1 day ago
    1 Hotel Brooklyn Bridge
  • Aug 28 - Sept 2

    EVEN Hotel Brooklyn by IHG + Flight

    Brooklyn
    5 nights
    4.0 star property
    8.8/10 - Excellent (1,940 reviews)
    "We recently stayed here for a last minute weekend getaway, and it exceeded all our expectations. From the moment we walked through the doors the lobby smell and decor was welcoming. And the flavored water was an excellent touch. ​The front desk team was incredibly welcoming and managed to check us in early without any hassle. Every staff member we encountered—from Housekeeping was friendly, professional, and genuinely seemed to care about our experience. Our room was clean and beautifully..."
    Reviewed July 14, 2026
    Roundtrip Toronto (YTO) - New York (JFK)
    YYZ - EWRNonstop EWR - YYZNonstop
    CA $1,585
    CA $1,002
    per traveller
    found 1 day ago
    EVEN Hotel Brooklyn by IHG

Where to stay in Sag Harbor

Find the best Sag Harbor areas and neighborhoods for the activities you enjoy most. Learn more about Sag Harbor
Learn more about Sag Harbor

Bay Point

While there might not be top attractions in Bay Point, you can explore the larger area and discover places like Bay Street Theatre and Foster Memorial Town Beach.

Discover the most popular places to visit in Sag Harbor

What to do in Sag Harbor

Sag Harbor Hotel Deals

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.

Frequently Asked Questions

How much does a Sag Harbour vacation package cost?

Offering great value package deals from CA $902 on Expedia, you'll be pleasantly surprised at how much a vacation to Sag Harbour costs! Expedia's packages simplify travel planning and maximize your savings.

What are the cheapest months to go to Sag Harbour?

Plan your trip for the off-peak season and you're likely to get cheap Sag Harbour vacation packages. Bear in mind that public holidays and local events and festivals can impact prices, so do some research before booking.

How many days is enough for Sag Harbour?

Allow around 2 days for your Sag Harbour vacation to discover everything that makes this destination special. Explore key neighbourhoods, including East Hampton North and Wainscott Woods. Then head to the top attractions such as Elizabeth A. Morton National Wildlife Refuge and Three Mile Harbour. With a good itinerary, you can keep busy with room for some me-time too. Want to venture beyond Sag Harbour? Consider fitting in a day trip or two.

Is it worth booking a vacation package to Sag Harbour?

Whether you'd like to check out key attractions such as Bay Street Theatre and Mashashimuet Park on your Sag Harbour vacation, or coming for its great views, culture and history, there's something for everyone here. With so many things to do, you'll soon find out why so many families think Sag Harbour is a good vacation destination.

How to find the best Sag Harbour package deals?

Use Expedia's filters to help you find some great Sag Harbour package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Sag Harbour package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.

Is it cheaper to book a Sag Harbour vacation as a package?

Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still have the freedom to create a tailored Sag Harbour vacation by choosing your favourite accommodation type, airline and car class.

How to plan a trip to Sag Harbour?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Sag Harbour.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to experiences and flights. Your hotel will likely be the biggest expense during your trip to Sag Harbour.
  3. Decide how long to go away for: Now that you're more familiar with Sag Harbour, you can work out the right length of your break. Create a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick a Sag Harbour vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.