Vacation Packages from New York, NY

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Find thousands of great deals on cheap vacations from NYC

From the white-sand beaches of Bermuda to the volcanic landscapes of Hawaii, with Expedia you have access to one of the world's widest selections of cheap vacations from NYC in 2025. Book your entire vacation from start to finish in just a few clicks and effortlessly manage all your bookings on one single platform.

Hit the road and head out to the Catskills or further out to Niagara Falls with driving vacations from New York. Island hop in the Caribbean with cruise vacations from NYC. Whether you're planning winter vacations from NYC or tropical vacations from NYC, Expedia can help you transform a simple break into the vacation of a lifetime.

Jump between beautiful islands in the Caribbean

Cruises are one of the best ways to enjoy cheap all-inclusive vacations from NYC in style. Take to the high seas and explore the Caribbean at a leisurely pace as you sail from islands all more stunning than the last. The Bahamas, Bermuda, and Barbados all await. Cruise vacations from New York typically depart from the conveniently situated Manhattan Cruise Terminal. Plan just over 1 week for the full Caribbean experience.

Dream of the island life in Hawaii

Hike through age-old volcanic landscapes, snorkel among schools of tropical fish in Maui, and watch the sun setting on Waikiki Beach as you sip on a cocktail. A sunny break in Hawaii is a classic destination for beach vacations from NYC. Find deals on last-minute vacations from NYC outside of the peak season from December to March. Direct flights from New York take 11 hours on average. Stay 10 days if you want to explore a few different islands.

Try a tropical vacation with a twist in Cuba

The largest island in the Caribbean Sea has a tumultuous history, which explains why Cuba is a tropical haven quite unlike its Caribbean neighbors. But from the black sand beaches of Playa Bibijagua to the old colonial architecture of its capital, Havana, Cuba is a fascinating country if you are willing to venture off the beaten track for your tropical vacation from NYC. Aim for 10 days to get a good flavor of the island.

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Dive into crystal-clear waters in Bermuda

Travelers love the island state of Bermuda for its picture-postcard beaches, abundance of shallow water shipwrecks that can be explored on scuba diving expeditions, and its world-class rum. As a travel destination that's safe and easy to get around, Bermuda makes for wonderful family vacations from NYC. With direct flights taking just over 2 hours from New York JFK and Newark Liberty International Airport, it is a top destination for quick vacations from NYC. Plan between 3 days and a week for your trip.

Vacation packages from New York

Save by combining hotels with flights and car rentals into vacation packages from New York

Our inventory includes cheap vacations, luxury escapes, family trips, romantic getaways, and business travel.

Enter a destination and dates to view hotels, flights, and cars, and compare prices for different dates and locations. Use our search features to narrow your options, including map view, ‘show flexible dates’, and numerous filters.

Book the best vacations from New York to many world-renowned cities. Get vacation packages to Las Vegas or visit one of the world’s most famous waterfalls on a Niagara Falls vacation.

Weekend vacations from New York

Check out deals for weekend getaways from NYC. Travelers save using a combination of flights, hotels, and car rentals. Our inventory includes options for cheap weekend getaways from NYC or luxury trips. Bundle hotels and car rentals into romantic weekend getaways from NYC to Newport with your partner. You’ll love saving on family weekend getaways from NYC to exciting places like the Catskills.

The best road trips from NYC

There are many road trips from NYC. A great road trip from NYC for couples is to Montauk, a 2.5-hour drive to the romantic Montauk hotels. Hike from Montauk Point Lighthouse through dunes and forests. Then relax over waterfront lobster dinners.

Get deals on family-friendly hotels and spacious rental cars, saving more with family vacation packages from NYC. Even 5-star travelers can save and get discounts on luxury hotels and prestige vehicles.

Year-round New York vacations

Families, couples, and friends customize their journeys and score getaways for less, year-round with packages.

Plan summer getaways from NYC with Expedia to experience some of the best beach hotels in New York, and save by bundling a car rental with your hotel. Packages for beach getaways from NYC, like Miami vacation packages, are cheaper than when booking each reservation separately.

Meet friends for winter weekend getaways from NYC to famous cities like Boston. Take ski trips from NYC to the snow in Vermont, New Hampshire, or ski hotels in New York, with options to fit a wide variety of budgets and preferences.

Last-minute vacations from New York

When you’re tight on time, book last-minute getaways from NYC with Expedia. Our last-minute vacation deals from NYC score savings, regardless of whether you’re leaving tonight or 2-weeks from now.

Flexibility and cancellation

See flexible options by filtering for ‘free cancellation’ or ‘no change fees.’ Your booking might be eligible for a full refund, so check your itinerary under ‘My Trips’ to see the details. Visit our customer service portal for more information.

What is the best tropical island to visit from New York?

One of the best tropical vacations from NYC is Bermuda. This tiny archipelago consists of 7 main islands that are connected by bridges and incredibly easy to get around with public transport or by rental car. The beaches of Bermuda are breathtakingly beautiful, and the island is a famous diving hotspot with reefs and shallow water shipwrecks that are easy to explore.

What is the closest country to visit from New York?

The closest country to visit from New York is Canada. Montreal and Toronto are just a 1h 30m flight away. If you are in the mood for a road trip, Toronto is one of the most fun, drivable vacations from New York. Clocking up at 500 miles or roughly 8 hours, you can split the drive into separate chunks to stretch it over a weekend or even longer. Pitstops along the way include Hudson Valley, Woodstock, and Niagara Falls.

Where can you fly to from New York?

With 2 international airports and one domestic airport, you can fly to almost anywhere in the world from New York. For weekend vacations from NYC, fly to Miami, Nassau, or Chicago. For all-inclusive vacations from NYC, fly to Cancun, Jamaica, and Aruba. And for cheap beach vacations from NYC, fly to Myrtle Beach, Gulf Shores, or simply take a road trip to Long Beach.

What Caribbean islands are 3 hours from New York?

Jamaica and the Bahamas are roughly 3 hours away from New York by plane. Jamaica is one of the best beach vacations from NYC thanks to its relaxed pace of life, strong reggae music heritage, and excellent jerk-style local dishes. The Bahamas is known for its world-class resorts by the beach, abundance of water sports, and the unique chance of swimming not only with dolphins but also with the famous swimming pigs of the Bahamas.

Can you fly direct to Cuba from New York?

There are no direct flights from New York to Cuba. If you are looking for cheap Caribbean vacations from New York with direct flights, consider booking a package to Cancun or to Puerto Rico. Both destinations channel the spirit of the Caribbean in their own unique way and can easily be reached in around 4 hours from New York JKF and Newark Liberty International Airport.

Can you fly direct from New York to Hawaii?

You can fly directly from New York to Honolulu International Airport in 11 hours. Hawaii vacations from New York are a great way to enjoy a spot of sun and break the winter gloom. If you like your traveling relaxed, lounge poolside in your resort and enjoy cocktails while watching the sun go down over the Pacific Ocean. If you prefer adventure, hiking opportunities are plentiful, as are diving courses and whale-watching excursions.

Are Bermuda vacation packages from New York worth it?

When you book packages for weekend vacations from New York to Bermuda, you are saving money by bundling up your flights and your accommodation. For extra savings, add car rental, activities, and tickets for popular attractions such as cliff jumping and boat tours. Expedia makes it incredibly easy to manage all your bookings on one single convenient platform. All you need to worry about is having a great time under the warm Caribbean sun.

Why book a vacation package from New York with Expedia?

Booking a vacation package is a great way to enjoy cheap vacations from New York. Explore thousands of deals and save money across the board. If you're planning a surprise trip for your loved ones, make sure to take a look at Expedia's wide selection of last-minute vacations from New York. Keep an eye out for the small green tags that sit above the price of your package. These indicate particularly great deals and may often include free flights, free accommodation nights, and free tickets for local attractions.

Is it cheaper to book vacations from New York as a package?

It is often cheaper to book your vacation as a package, as you are saving money on both your flights and your accommodation by bundling up your trip. One of the best ways to find cheap vacation packages is to be flexible with your travel dates. That typically means traveling outside of the high season. For all-inclusive vacations from New York to Florida, aim for the shoulder season from March through to May.

Can I cancel my vacation from New York booking?

If you've booked last-minute beach vacations from NYC but need to cancel your trip, it's very easy to do so. Log into your account and head to “Trips” to cancel or amend your package. Please note that you may need to pay cancellation fees. Make sure to carefully read the cancellation policy for your package before you book.

Proximity to other cities and towns

Distance	Driving	Flying
Cities 2 hours from New York	PhiladelphiaOpens in a new window, Long BeachOpens in a new window, Atlantic CityOpens in a new window	BermudaOpens in a new window, BostonOpens in a new window, MontrealOpens in a new window
Cities 3 hours from New York	The HamptonsOpens in a new window, Cape MayOpens in a new window, CatskillsOpens in a new window	MiamiOpens in a new window, NassauOpens in a new window, OrlandoOpens in a new window
Cities 4 hours from New York	Lake PlacidOpens in a new window, Niagara FallsOpens in a new window, WashingtonOpens in a new window	ReykjavikOpens in a new window, ArubaOpens in a new window, TulumOpens in a new window