Long Island Vacations from $773

A Long Island vacation package lets you combine round-trip flights, your hotel stay, and often a rental car for exploring the area. Many hotels offer convenient amenities like airport shuttle service to and from regional airports such as Portland International Jetport (PWM), and some properties also include daily breakfast. Given Long Island is primarily known for its beaches, many packages feature stays at hotels with direct beach access, allowing you to easily enjoy the coastline.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

When you bundle, you can save up to 30%*. To save money on a Long Island package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

Long Island is primarily an outdoor and nature destination, well-known for its scenic views and beaches, making it ideal for a relaxing Long Island vacation focused on coastal activities.


Travelers can enjoy several sandy stretches, including Pine Point Beach, Crescent Beach, Scarborough Beach State Park, and Willard Beach. These areas offer opportunities for swimming, sunbathing, and enjoying the natural beauty of the coast.


Beyond the beaches, Long Island also has historical and cultural points of interest. You can explore sites like the Fifth Maine Museum, the South Portland Historical Society Museum, and military remnants such as Battery Steele. Iconic lighthouses like Portland Head Light and Spring Point Ledge Lighthouse also add to the area's charm.

A Long Island vacation offers a mix of historical sites, natural preserves, and beautiful beaches:


Browse and book things to do in Long Island on Expedia.

For your Long Island vacation packages with flights, getting around the island itself is best done by walking or using a bicycle. The island's compact nature makes it easy to explore on foot or by bike, allowing you to enjoy the outdoor scenery at your own pace.


If you plan to explore the mainland or surrounding areas, a rental car can be useful. You can transport your car to the island via the Casco Bay Lines ferry, but it's recommended to park your car at the ferry parking lot on the mainland, such as near Portland International Jetport (PWM), before boarding. This approach is particularly convenient for Long Island beach vacation packages if you wish to visit other coastal towns or attractions off the island.

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Long Island vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

To find last-minute vacation packages to Long Island, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

Free cancellation on a Long Island vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Long Island getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.