Thimble Islands Adventure Vacations

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Top Adventure vacation packages in Thimble Islands

Price found within the past 48 hours. Click for updated prices.

Lotte New York Palace

Manhattan

Save 100% on your flight

$934

per person

Dec 28 - Dec 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (2,282 reviews)

Hotel Riu Plaza New York Times Square

Manhattan

Save 100% on your flight

$938

per person

Dec 28 - Dec 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (3,435 reviews)

We were expecting a much better room. The room seems outdated, the bedding was really uncomfortable and not cozy. Pillows were uncomfortable and we have to ask for more pillows. The sofa bed where my son slept, was dirty and we had to ask for additional clean sheets and blankets. The hallways looked like a hospital and just felt not cozy at all. The staff is amazing and very friendly.

Reviewed on Oct 23, 2026

Hotel Riu Plaza Manhattan Times Square

Manhattan

Save 100% on your flight

$950

per person

Dec 28 - Dec 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.2/10 Wonderful! (4,080 reviews)

It was a beautiful hotel and in the perfect location. Very clean from the lobby to the room.

Reviewed on Oct 24, 2026

JW Marriott Essex House New York

Manhattan

Save 100% on your flight

$1,114

per person

Jan 4 - Jan 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

8.8/10 Excellent! (1,004 reviews)

We had an incredible stay at the Essex House last week with our two kids (one is 7 and the other turned 4 on our trip). We booked the king suite, thinking that even though it's NYC and the room will likely be small, it would be the best option for a family of 4. We were SHOCKED at the size of the suite! Not only was it enough room for all of us, it was downright roomy! We had plenty of space for our stay. The amenities and cleanliness of the hotel are superior, room service was delicious (if expensive), and best of all...the guest relations team sent a special surprise gift to our room for our 4 year olds birthday. They sent him balloons, two pieces of cake, and a bag full of stuffies and goodies. He was THRILLED and we were so touched by the thoughtfulness. Both of our kids have already asked if - not only can we go back to New York - but can we stay at the Essex House again! The location was incredible and overall the Essex House played a big part in how wonderful and effortless our trip was. Already looking at dates in the Spring to visit again! Thank you Essex House and your wonderful staff!

Reviewed on Oct 19, 2026

The St. Regis New York

Manhattan

$2,714

per person

Dec 30 - Jan 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.2/10 Wonderful! (293 reviews)

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5* Adventure vacations in Thimble Islands

Price found within the past 48 hours. Click for updated prices.

Faena New York

Manhattan

Save 100% on your flight

$1,943

per person

Dec 28 - Dec 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.8/10 Exceptional! (104 reviews)

Beautiful property, sophisticated ambiance, and an exceptional sense of luxury. Faena New York made my stay in the city feel special. A memorable experience.

Reviewed on Oct 22, 2026

The St. Regis New York

Manhattan

$2,714

per person

Dec 30 - Jan 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.2/10 Wonderful! (293 reviews)

1 Hotel Brooklyn Bridge

$2,101

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (1,007 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Thimble Islands

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3 Night Adventure vacations in Thimble Islands

Price found within the past 48 hours. Click for updated prices.

Lotte New York Palace

Manhattan

Save 100% on your flight

$934

per person

Dec 28 - Dec 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (2,282 reviews)

Hotel Riu Plaza New York Times Square

Manhattan

Save 100% on your flight

$938

per person

Dec 28 - Dec 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (3,435 reviews)

Reviewed on Oct 23, 2026

Hotel Riu Plaza Manhattan Times Square

Manhattan

Save 100% on your flight

$950

per person

Dec 28 - Dec 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.2/10 Wonderful! (4,080 reviews)

It was a beautiful hotel and in the perfect location. Very clean from the lobby to the room.

Reviewed on Oct 24, 2026

Don't see what you're looking for?

See all available trips from Columbus to Thimble Islands

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4 Night Adventure vacations in Thimble Islands

Price found within the past 48 hours. Click for updated prices.

Lotte New York Palace

Manhattan

$705

per person

Jan 1 - Jan 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (2,282 reviews)

Hotel Riu Plaza Manhattan Times Square

Manhattan

$1,283

per person

Dec 30 - Jan 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.2/10 Wonderful! (4,080 reviews)

It was a beautiful hotel and in the perfect location. Very clean from the lobby to the room.

Reviewed on Oct 24, 2026

Seven Beach Lane

Save 100% on your flight

$1,123

per person

Dec 26 - Dec 30

found 24 hours ago

Roundtrip flight included

Miami (MIA) to New York (JFK)

9.6/10 Exceptional! (44 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Thimble Islands

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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.