A coastal cliff with a lighthouse, clear blue sea, and rocky terrain.

Puerto Rico Island Adventure Vacations

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Top Adventure vacation packages in Puerto Rico Island

Price found within the past 48 hours. Click for updated prices.
  • Dec 31 - Jan 4

    La Esmeralda PR + Flight

    Santurce
    4 nights
    3.0 star property
    9.2/10 - Wonderful (307 reviews)
    "Prior to booking we advised that our flight did not land until 1am. When we arrived, the directions were clear about how to enter the property, find the lock boxes and codes and the unit. The issues began when the key was not in the lockbox. After attempting to reach the person at the number provided, they finally answered at about 3am. Apparently someone had been wandering around the property and instead of taking their room, they took ours which was supposed to be bigger. He found us..."
    Reviewed November 13, 2026
    Roundtrip • Guatemala City (GUA) - San Juan (SJU)
    GUA - SJU • 1 stop SJU - GUA • 1 stop
    ₩1,807,474
    ₩1,681,357
    per traveler
    found 1 hour ago
    La Esmeralda PR
  • Dec 31 - Jan 4

    Hyatt Regency Grand Reserve Puerto Rico + Flight

    Zarzal
    4 nights
    4.0 star property
    9.2/10 - Wonderful (3,533 reviews)
    Roundtrip • Guatemala City (GUA) - San Juan (SJU)
    GUA - SJU • 1 stop SJU - GUA • 1 stop
    ₩3,567,098
    ₩2,985,193
    per traveler
    found 1 hour ago
    Hyatt Regency Grand Reserve Puerto Rico
  • Dec 31 - Jan 4

    Ola Boutique Hotel + Flight

    Condado
    4 nights
    4.5 star property
    9.0/10 - Wonderful (1,054 reviews)
    Roundtrip • Guatemala City (GUA) - San Juan (SJU)
    GUA - SJU • 1 stop SJU - GUA • 1 stop
    ₩3,130,572
    ₩2,733,818
    per traveler
    found 1 hour ago
    Ola Boutique Hotel
  • Dec 31 - Jan 4

    The Tryst Beachfront Hotel + Flight

    Condado
    4 nights
    3.5 star property
    8.4/10 - Very good (971 reviews)
    "A Wonderful Stay with Outstanding Service at The Tryst We had a wonderful stay at The Tryst! We were warmly welcomed by the very friendly front desk staff, and our room offered a beautiful view overlooking the beach and ocean. From the valet service to the beach chairs, umbrella, and towels provided, every detail was thoughtfully taken care of. We also appreciated the excellent dinner recommendation. The staff went above and beyond to make us feel welcome, and we thoroughly enjoyed our stay...."
    Reviewed November 14, 2026
    Roundtrip • Guatemala City (GUA) - San Juan (SJU)
    GUA - SJU • 1 stop SJU - GUA • 1 stop
    ₩2,440,733
    ₩2,181,947
    per traveler
    found 1 hour ago
    The Tryst Beachfront Hotel
  • Dec 31 - Jan 4

    Fairmont El San Juan Hotel + Flight

    Isla Verde
    4 nights
    5.0 star property
    8.6/10 - Excellent (2,237 reviews)
    "The hotel was tired and need of upkeep. The grounds and beach were lovely though."
    Reviewed November 14, 2026
    Roundtrip • Guatemala City (GUA) - San Juan (SJU)
    GUA - SJU • 1 stop SJU - GUA • 1 stop
    ₩3,948,347
    ₩3,705,920
    per traveler
    found 1 hour ago
    Fairmont El San Juan Hotel

Discover the most popular places to visit in Puerto Rico Island

Top Adventure Puerto Rico 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.

Find awesome Puerto Rico Island adventure vacations

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.

What types of mountain accommodations are available in Puerto Rico Island?

5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Puerto Rico Island. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.