Long Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top destinations in Long Island
Brooklyn
Montauk
Long Island City
Flushing
East Hampton
Southampton
Jamaica
Greenport
Long Beach
The Latest Long Island Vacation Packages
- Hotel St. James
Aug 21 - Aug 24Hotel St. James + Flight
Manhattan3 nights3.0 star property8.8/10 - Excellent (7,607 reviews)"The Hotel St. James was an excellent place to stay and I would highly recommend it! It was clean, comfortable, and the staff cleaned our room and made our beds every day and we were there for 5 days! It is also within walking distance to many theaters and restaurants and there is a store/market next door where we could get coffee, other beverages, snacks, meals, etc. which was wonderful."Reviewed July 16, 2026Roundtrip • Hamilton (YHM) - New York (JFK)YHM - EWR • 1 stop EWR - YHM • 1 stopCA $1,247CA $863found 1 day agoper traveller - 1 Hotel Brooklyn Bridge
Sept 17 - Sept 201 Hotel Brooklyn Bridge + Flight
Brooklyn3 nights5.0 star property9.0/10 - Wonderful (1,001 reviews)"Love all the plants that were included in the decor. Top notch quality."Reviewed July 14, 2026Roundtrip • Toronto (YTO) - New York (JFK)YTZ - EWR • Nonstop EWR - YTZ • NonstopCA $4,199CA $2,720found 7 hours agoper traveller - Smyth Tribeca
Sept 2 - Sept 7Smyth Tribeca + Flight
Manhattan5 nights4.5 star property9.0/10 - Wonderful (1,000 reviews)"The room was good but it was unclear whether the snacks and water in the room was included or not. The menu kept on the table didn't have those items in it. We were disappointed by the dirty carpets in the lift lobby on 6th floor. After checking-in past midnight, arriving on the 6th floor, the first thing we saw was the dirty, looked like coffee stained, carpet. We thought may be somebody dropped it late in the evening and it didn't get cleaned. It was there when we checked out 3 days later...."Reviewed July 10, 2026Roundtrip • Toronto (YTO) - New York (JFK)YTZ - LGA • Nonstop EWR - YYZ • NonstopCA $2,564CA $1,681found 1 day agoper traveller - Ink 48 Hotel
Sept 17 - Sept 20Ink 48 Hotel + Flight
Manhattan3 nights4.5 star property8.4/10 - Very good (1,715 reviews)"Staff was very helpful and the room was very clean."Reviewed July 14, 2026Roundtrip • Montreal (YUL) - New York (JFK)YUL - EWR • Nonstop EWR - YUL • NonstopCA $1,703CA $1,161found 1 day agoper traveller - Mandarin Oriental, New York
Aug 21 - Aug 24Mandarin Oriental, New York + Flight
Manhattan3 nights5.0 star property9.2/10 - Wonderful (652 reviews)"Amazing hotel, staff make the whole experience, bar is great. Reception and concierge team are excellent, in particular Lauren who made check in a breeze. Gym and pool are excellent for a New York hotel."Reviewed June 21, 2026Roundtrip • Toronto (YTO) - New York (JFK)YTZ - EWR • 1 stop EWR - YTZ • NonstopCA $3,033CA $2,073found 1 day agoper traveller
Discover the most popular places to visit in Long Island
What to do in Long Island
American Dream: SEA LIFE New Jersey Aquarium
Central Park Zoo Admission Ticket with 4D Theater Access
Edge Immersive Observation Deck Ticket
Long Island Hotel Deals
Holiday Inn Long Island-Islip Arpt East by IHG
Holiday Inn Long Island-Islip Arpt East by IHG
Hampton Inn Long Island-Brookhaven
Hampton Inn Long Island-Brookhaven
Holiday Inn Express & Suites Woodside LaGuardia Airport by IHG
Holiday Inn Express & Suites Woodside LaGuardia Airport by IHG
Frequently Asked Questions
How much does a Long Island vacation package cost?
Go from wondering to wandering with our Long Island vacation packages, which start from just CA $863. Handpick the hotels and flights that suit your travel style. Then, add on some experiences or tours for a one-of-a-kind adventure.
How do I get a cheap travel package to Long Island?
Combine your bookings with Expedia to save on your next exciting adventure. With more than 550 partner airlines and 1,000,000 hotels throughout the world, your Long Island vacation package can be customized exactly to suit your travel style. With all those extra dollars, why not throw in one or more fun tours and experiences? It's an easy way to unlock even more savings. Your dream getaway to Long Island is closer than you thought!
How far in advance should I book my Long Island vacation?
Smart travelers will likely want to reserve their seats as early as possible. You can usually start comparing international airfares on Expedia up to a year before your intended flight. If you're late to book, there's no need to worry. Cheap prices sometimes occur just weeks prior to departure.
What does an Expedia Long Island travel package include?
Choose from any combination of rental cars, hotels and flights. Once you've made your booking, you can add tours and experiences. Want to pick your fare class? That's easily done too. The choice is yours when it comes to crafting your perfect Long Island trip.
What should I know before booking a Long Island travel package?
Find deals that fit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your break. You'll save loads just by bundling your bookings. Whether you're embarking on a winter snow adventure or getting some sun on a warm beach, your dream getaway is only a few clicks away.
Can I choose my airline with a Long Island Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our vacation packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Long Island vacation package?
Whether it's your hotel, flight or rental car, you can cancel or alter it. Locked in your Long Island vacation package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may incur a fee from your airline, hotel or car rental company. For further information, check out our Customer Service Portal. We'll help you every step of the way.