Thimble Islands Romantic Vacations
Book a Hotel + Flight or Car together to unlock savings
Top Romantic vacation packages in Thimble Islands
- Radio Hotel
Sep 12 - Sep 15Radio Hotel + Flight
Manhattan3 nights4.0 star property8.6/10 - Excellent (2,482 reviews)"My comforter was stained and so was the window shade. The shower faucet was broken. An item was stolen from my room and when I reported it to the manager, he told me it was “Not his problem”"Reviewed July 17, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - LGA • Nonstop LGA - ATL • Nonstop - 1 Hotel Brooklyn Bridge
Sep 24 - Sep 301 Hotel Brooklyn Bridge + Flight
Brooklyn6 nights5.0 star property9.0/10 - Wonderful (1,002 reviews)"Love all the plants that were included in the decor. Top notch quality."Reviewed July 14, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop$6,328$3,448found 1 day agoper traveler - Hotel Riu Plaza Manhattan Times Square
Sep 16 - Sep 20Hotel Riu Plaza Manhattan Times Square + Flight
Manhattan4 nights4.0 star property9.2/10 - Wonderful (3,747 reviews)"There were issues with the elevators. Every time they stopped on our floor they were completely full. After waiting for 20 minutes we finally took the elevator going up just so we can go down."Reviewed July 17, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - LGA • Nonstop LGA - ATL • Nonstop - Hotel Riu Plaza New York Times Square
Sep 16 - Sep 20Hotel Riu Plaza New York Times Square + Flight
Manhattan4 nights4.0 star property9.0/10 - Wonderful (3,205 reviews)"The morning buffet was not good , the food was subpar ?.. nothing extraordinary, I felt like I was being herded into an area to eat in a manufacturing factory .."Reviewed July 16, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - LGA • Nonstop LGA - ATL • Nonstop - Hotel 32 32
Sep 16 - Sep 20Hotel 32 32 + Flight
Manhattan4 nights4.0 star property8.0/10 - Very Good (2,486 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - LGA • Nonstop LGA - ATL • Nonstop
How to find a romantic Thimble Islands vacation
How can I find the best Thimble Islands 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 Thimble Islands 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 Thimble Islands?
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 Thimble Islands?
Put a price on love with stunning deals for duos starting at just $390. Prices and availability are subject to change. Additional terms may apply.
Can I book Thimble Islands 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 Thimble Islands?
To book a loved-up break in Thimble Islands, 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 Thimble Islands 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 Thimble Islands 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?