Title: Thimble Islands Adventure Vacations 2026 | Expedia.com ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Thimble Islands Adventure Vacations ## Book a Adventure Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Adventure vacation packages in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![Sheraton Parsippany Hotel](https://images.trvl-media.com/lodging/1000000/30000/21000/20939/9c80c543_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton Parsippany Hotel Save 100% on your flight $551 per person May 18 - May 23 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 8/10 Very Good! (1,002 reviews) everything was great Reviewed on Feb 19, 2026 ![Sheraton New York Times Square Hotel](https://images.trvl-media.com/lodging/1000000/10000/100/87/576ccb20_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton New York Times Square Hotel Manhattan Save 100% on your flight $582 per person May 22 - May 27 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 7.4/10 Good! (5,413 reviews) Great hotel, clean rooms, great food, close to everything we wanted. Will definitely stay here again! Reviewed on Feb 28, 2026 ![OYO Times Square](https://images.trvl-media.com/lodging/1000000/10000/6700/6697/b192d80d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OYO Times Square Manhattan Save 100% on your flight $647 per person May 22 - May 27 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 7.2/10 Good! (1,617 reviews) Great experience Personal was amazing and very helpful I will recommend 100% Reviewed on Feb 26, 2026 ![Row NYC](https://images.trvl-media.com/lodging/1000000/30000/25100/25033/68626fa8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Row NYC Manhattan Save 100% on your flight $621 per person May 22 - May 27 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 6.8/10 (1,000 reviews) ![Hotel Riu Plaza Manhattan Times Square](https://images.trvl-media.com/lodging/61000000/60680000/60677500/60677495/0bd08347_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Manhattan Times Square Manhattan Save 100% on your flight $1,161 per person May 22 - May 27 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (3,348 reviews) The room wasn’t spotless. There was hair Reviewed on Feb 28, 2026 Don't see what you're looking for? See all available trips from Columbus to Thimble Islands [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Adventure vacations in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![Beechmont - Perfect for Family Retreat!](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/6e17e1d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beechmont - Perfect for Family Retreat! North End Save 100% on your flight $862 per person May 1 - May 3 found 21 hours ago Roundtrip flight included Atlanta (ATL) to New Haven (HVN) No reviews ![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Brooklyn Bridge Save 100% on your flight $1,097 per person May 1 - May 3 found 21 hours ago Roundtrip flight included Atlanta (ATL) to New York (JFK) 8.8/10 Excellent! (1,000 reviews) Very amazing place, everything is picture worthy. Reviewed on Feb 21, 2026 ![The William Vale](https://images.trvl-media.com/lodging/12000000/11980000/11971700/11971622/e6b8f910_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The William Vale Save 100% on your flight $1,877 per person Apr 8 - Apr 12 found 1 day ago Roundtrip flight included Atlanta (ATL) to New York (JFK) 8.8/10 Excellent! (1,002 reviews) Room was very clean and the staff was very supportive Reviewed on Feb 26, 2026 Don't see what you're looking for? See all available trips from Columbus to Thimble Islands [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Adventure vacations in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![Sheraton New York Times Square Hotel](https://images.trvl-media.com/lodging/1000000/10000/100/87/576ccb20_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton New York Times Square Hotel Manhattan Save 100% on your flight $428 per person May 22 - May 25 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 7.4/10 Good! (5,413 reviews) Great hotel, clean rooms, great food, close to everything we wanted. Will definitely stay here again! Reviewed on Feb 28, 2026 ![Hotel Riu Plaza Manhattan Times Square](https://images.trvl-media.com/lodging/61000000/60680000/60677500/60677495/0bd08347_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Manhattan Times Square Manhattan Save 100% on your flight $700 per person May 22 - May 25 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (3,348 reviews) The room wasn’t spotless. There was hair Reviewed on Feb 28, 2026 ![Row NYC](https://images.trvl-media.com/lodging/1000000/30000/25100/25033/68626fa8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Row NYC Manhattan Save 100% on your flight $449 per person May 22 - May 25 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 6.8/10 (1,000 reviews) Don't see what you're looking for? See all available trips from Columbus to Thimble Islands [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Adventure vacations in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![Hotel St. James](https://images.trvl-media.com/lodging/2000000/1150000/1144500/1144474/ecd19bcc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel St. James Manhattan $568 per person May 15 - May 19 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (6,546 reviews) The room was okay , in a great place in terms of walking distance to time square, broadway, Reviewed on Feb 28, 2026 ![Hotel Riu Plaza Manhattan Times Square](https://images.trvl-media.com/lodging/61000000/60680000/60677500/60677495/0bd08347_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Manhattan Times Square Manhattan $756 per person May 15 - May 19 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (3,348 reviews) The room wasn’t spotless. There was hair Reviewed on Feb 28, 2026 Don't see what you're looking for? See all available trips from Columbus to Thimble Islands [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find awesome Thimble Islands adventure vacations #### How can I book the best Thimble Islands adventure trips? Choose your own adventure in Thimble Islands, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun. #### How can I plan the perfect Thimble Islands family adventure vacation? Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Thimble Islands. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning. #### Can I book all-inclusive Thimble Islands adventure vacation packages? By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway. #### Why should I book a Thimble Islands adventure vacation for couples? Book a Thimble Islands couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond. #### How can I find the best deals on adventure packages in Thimble Islands? It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals. #### Can I book an adventure vacation package in Thimble Islands with free cancellation and/or flexible dates? Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility. #### Why should I book a Thimble Islands adventure trip with Expedia? Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![LGBTQ+ Vacation Packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/01/23/352703_320x320_32517_Miami_LGBTQ.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Vacations [](https://expedia.com/lp/theme-vacations/gay-friendly-vacations?rfrr=editorial.LGBTQ+_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Where to go when](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://www.expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to go when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ### Top Adventure Vacation Destinations > - [Hawaii Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/213/Hawaii) > - [Florida Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/211/Florida) > - [USA Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/201/United-States-Of-America) > - [Mexico Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/117/Mexico) > - [North Carolina Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/235/North-Carolina) > - [Montana Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/228/Montana) > - [Costa Rica Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/42/Costa-Rica) > - [Colorado Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/207/Colorado) > - [Canada Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/31/Canada) > - [Australia Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/10/Australia) > - [Alaska Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/203/Alaska) > - [Greece Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/67/Greece) > - [Jamaica Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/88/Jamaica) > - [Fiji Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/57/Fiji) > - [Ireland Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/84/Ireland) > - [Tennessee Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/244/Tennessee) > - [Arizona Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/204/Arizona) > - [Grand Canyon Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/6140738/Grand-Canyon) > - [Oregon Adventure Vacation Packages ](https://www.expedia.com/lp/theme-vacations/adventure-vacations/239/Oregon) ## More Vacation Ideas [Flights to Thimble Islands ](https://expedia.com/Cheap-Flights-To-Thimble-Islands.d6341069.Travel-Guide-Flights)[ Thimble Islands Hotels ](https://expedia.com/Thimble-Islands-Hotels.d6341069.Travel-Guide-Hotels)[ Vacation Rentals in Thimble Islands ](https://expedia.com/Thimble-Islands-Vacation-Rentals.d6341069.Travel-Guide-VacationRentals)[ Car Rentals in Thimble Islands ](https://expedia.com/Car-Rentals-In-Thimble-Islands.d6341069.Car-Rental-Guide)[ Thimble Islands Vacations ](https://expedia.com/Thimble-Islands.d6341069.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app