A marina with various boats docked, a house with an American flag, and a clear sky.

Long Island Romantic Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Save up to ¥109,000 when you book a flight and hotel together*
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Top Romantic vacation packages in Long Island

Price found within the past 48 hours. Click for updated prices.
  • Oct 15 - Oct 18

    The Tillary Hotel + Flight

    Brooklyn
    3 nights
    3.5 star property
    7.4/10 - Good (1,440 reviews)
    "Was value for money"
    Reviewed August 5, 2026
    Roundtrip Tokyo (TYO) - New York (JFK)
    HND - JFK1 stop JFK - HND1 stop
    ¥274,866
    ¥251,631
    per traveler
    found 1 day ago
    The Tillary Hotel
  • Oct 15 - Oct 18

    42 Hotel + Flight

    Brooklyn
    3 nights
    3.5 star property
    9.0/10 - Wonderful (946 reviews)
    "Breakfast was amazing, found a half filled water bottle in the room that was used, room service was not that good."
    Reviewed August 5, 2026
    Roundtrip Tokyo (TYO) - New York (JFK)
    HND - JFK1 stop JFK - HND1 stop
    ¥317,492
    ¥266,073
    per traveler
    found 1 day ago
    42 Hotel
  • Sep 16 - Sep 22

    Viana Hotel and Spa, Trademark Collection by Wyndham + Flight

    Westbury
    6 nights
    4.0 star property
    9.0/10 - Wonderful (1,010 reviews)
    Roundtrip Tokyo (TYO) - New York (JFK)
    NRT - LGA1 stop LGA - NRT1 stop
    ¥366,796
    ¥310,495
    per traveler
    found 8 hours ago
    Viana Hotel and Spa, Trademark Collection by Wyndham
  • Sep 16 - Sep 21

    New York LaGuardia Airport Marriott + Flight

    Queens
    5 nights
    3.5 star property
    8.8/10 - Excellent (1,317 reviews)
    Roundtrip Tokyo (TYO) - New York (JFK)
    NRT - LGA1 stop LGA - NRT1 stop
    ¥734,604
    ¥645,247
    per traveler
    found 1 day ago
    New York LaGuardia Airport Marriott
  • Sep 9 - Sep 12

    Allegria Hotel + Flight

    Long Beach
    3 nights
    4.0 star property
    8.0/10 - Very Good (1,352 reviews)
    "Room was OK, a bit overpriced just to be looking at the ocean. Balcony's do not exist so the feel that you're on the ocean is mute. The room has not enough storage for clothes, hang-up clothes and two draws confined inside the closet. The king bed did not have a fitted sheet on the bottom, (a top sheet was used instead). When I requested this to be changed out, nothing was done about it for the next 2 nights (Stay was 3 nights). The bar service was not very good. The bar staff do not..."
    Reviewed August 5, 2026
    Roundtrip Tokyo (HND) - New York (JFK)
    HND - LGA1 stop EWR - HND1 stop
    ¥290,706
    ¥257,427
    per traveler
    found 16 hours ago
    Allegria Hotel

Discover the most popular places to visit in Long Island

What to do in Long Island

Top Romantic Long Island Hotels

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.

How to find a romantic Long Island vacation

How can I find the best Long Island vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Long Island romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Long Island?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Long Island?

Put a price on love with stunning deals for duos starting at just ¥251,631. Prices and availability are subject to change. Additional terms may apply.

Can I book Long Island spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Long Island?

To book a loved-up break in Long Island, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Long Island with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Long Island romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?