Top Adventure vacation packages in Puerto Rico Island

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

DoubleTree by Hilton San Juan

Santurce

$487

per person

Dec 24 - Dec 26

found 2 hours ago

Roundtrip flight included

Tampa (TPA) to San Juan (SJU)

9/10 Wonderful! (1,014 reviews)

The breakfast isn’t free

Reviewed on Oct 20, 2025

Aire de O:live

Isla Verde

$628

per person

Dec 24 - Dec 26

found 2 hours ago

Roundtrip flight included

Tampa (TPA) to San Juan (SJU)

9/10 Wonderful! (290 reviews)

The BEST staff!!! I will be back again!!!

Reviewed on Oct 24, 2025

Fairmont El San Juan Hotel

Isla Verde

Save 100% on your flight

$544

per person

Nov 23 - Nov 25

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to San Juan (SJU)

8.4/10 Very Good! (2,018 reviews)

Lovely place,I will be back. Only thing I would change is being able to have separate tickets at the Meat Market

Reviewed on Oct 23, 2025

The Condado Plaza Hotel

Condado

$566

per person

Dec 24 - Dec 26

found 4 hours ago

Roundtrip flight included

Tampa (TPA) to San Juan (SJU)

8/10 Very Good! (1,749 reviews)

Wonderful stay and I enjoyed the $50/day credit toward Starbucks, food and drink which offset the resort fee. You also have access to The Hilton Garden Inn, which has a great quiet pool and immense seating space with hammocks and chairs, overlooking the bay. The staff is really friendly and willing to help.

Reviewed on Oct 24, 2025

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Mameyes II

$1,268

per person

Dec 24 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to San Juan (SJU)

8.6/10 Excellent! (2,201 reviews)

Overall good experience

Reviewed on Oct 22, 2025

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5* Adventure vacations in Puerto Rico Island

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

Condado Vanderbilt Hotel

Condado

$514

per person

Nov 23 - Nov 25

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to San Juan (SJU)

9.2/10 Wonderful! (1,602 reviews)

Very friendly staff, clean room and great location.

Reviewed on Oct 23, 2025

Fairmont El San Juan Hotel

Isla Verde

Save 100% on your flight

$544

per person

Nov 23 - Nov 25

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to San Juan (SJU)

8.4/10 Very Good! (2,018 reviews)

Lovely place,I will be back. Only thing I would change is being able to have separate tickets at the Meat Market

Reviewed on Oct 23, 2025

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Mameyes II

$1,268

per person

Dec 24 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to San Juan (SJU)

8.6/10 Excellent! (2,201 reviews)

Overall good experience

Reviewed on Oct 22, 2025

Don't see what you're looking for?

See all available trips from Columbus to Puerto Rico Island

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3 Night Adventure vacations in Puerto Rico Island

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

DoubleTree by Hilton San Juan

Santurce

$733

per person

Dec 24 - Dec 27

found 19 hours ago

Roundtrip flight included

Baltimore (BWI) to San Juan (SJU)

9/10 Wonderful! (1,014 reviews)

The breakfast isn’t free

Reviewed on Oct 20, 2025

Aire de O:live

Isla Verde

Save 100% on your flight

$910

per person

Dec 24 - Dec 27

found 19 hours ago

Roundtrip flight included

Baltimore (BWI) to San Juan (SJU)

9/10 Wonderful! (290 reviews)

The BEST staff!!! I will be back again!!!

Reviewed on Oct 24, 2025

The Condado Plaza Hotel

Condado

$785

per person

Dec 24 - Dec 27

found 19 hours ago

Roundtrip flight included

Baltimore (BWI) to San Juan (SJU)

8/10 Very Good! (1,749 reviews)

Wonderful stay and I enjoyed the $50/day credit toward Starbucks, food and drink which offset the resort fee. You also have access to The Hilton Garden Inn, which has a great quiet pool and immense seating space with hammocks and chairs, overlooking the bay. The staff is really friendly and willing to help.

Reviewed on Oct 24, 2025

Don't see what you're looking for?

See all available trips from Columbus to Puerto Rico Island

View all trips

4 Night Adventure vacations in Puerto Rico Island

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

DoubleTree by Hilton San Juan

Santurce

$1,082

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip flight included

Hartford (BDL) to San Juan (SJU)

9/10 Wonderful! (1,014 reviews)

The breakfast isn’t free

Reviewed on Oct 20, 2025

Aire de O:live

Isla Verde

Save 100% on your flight

$1,320

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip flight included

Hartford (BDL) to San Juan (SJU)

9/10 Wonderful! (290 reviews)

The BEST staff!!! I will be back again!!!

Reviewed on Oct 24, 2025

Fairmont El San Juan Hotel

Isla Verde

Save 100% on your flight

$1,154

per person

Nov 23 - Nov 27

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to San Juan (SJU)

8.4/10 Very Good! (2,018 reviews)

Lovely place,I will be back. Only thing I would change is being able to have separate tickets at the Meat Market

Reviewed on Oct 23, 2025

Don't see what you're looking for?

See all available trips from Columbus to Puerto Rico Island

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How can I book the best Puerto Rico Island adventure trips?

Choose your own adventure in Puerto Rico Island, 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 Puerto Rico Island family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Puerto Rico Island. 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 Puerto Rico Island 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 Puerto Rico Island adventure vacation for couples?

Book a Puerto Rico Island 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 Puerto Rico Island?

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 Puerto Rico Island 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 Puerto Rico Island 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.

Top Adventure Puerto Rico Island Hotels

El Conquistador Resort

1000 Conquistador Avenue, Fajardo

26 min drive from El Yunque National Forest

Stay at this 4-star beach hotel in Fajardo. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

9/10 Wonderful! (3,207 reviews)

The hotel wa

Reviewed on Oct 20, 2025

The Condado Plaza Hotel

999 Ashford Avenue, San Juan

51 min drive from El Yunque National Forest

Stay at this 4-star beach resort in San Juan. Enjoy 2 outdoor pools, 2 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our ...

7.8/10 Good! (1,761 reviews)

Excellent place to stay. Great customer service

Reviewed on Oct 19, 2025

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

6000 Rio Mar Boulevard, Río Grande

16 min drive from El Yunque National Forest

Stay at this 5-star luxury resort in Río Grande. Enjoy 4 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful staff ...

8.4/10 Very Good! (2,207 reviews)

Location Location Location I love ❤️ 😍

Reviewed on Oct 16, 2025

See all 7,376 properties in Puerto Rico Island

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.