HALLOWEEN FLASH SALE 👻 Save 15% with HAUNTED15

Group trips to Puerto Rico

Puerto Rico packs colonial San Juan, rainforest hikes in El Yunque, glowing bioluminescent bays, and island-hopping to Culebra and Vieques into one easy trip. Kayak through shimmering water, then trade it for surf off Rincon on another leg. Take a look at WeRoad's Puerto Rico itineraries and start planning.

View by
1 trip found
Show maps
An aerial view of a white sand beach lined with palm trees and thatched umbrellas next to a turquoise ocean under a partly cloudy sky.
From$ 1,506

Book with confidence

Book with $ 0

Lock in your spot and only pay once it's confirmed

Free changes

Switch dates or destination within 31 days, at no extra cost

Maximum Flexibility

With Flexible Cancellation, cancel up to 8 days before

Pay in installments

Spread the cost over time, interest-free

Discover our travel guides to Puerto Rico

Best places in the Caribbean

From volcanic peaks on one island to flat coral and colonial streets on the next: here's how to tell which Caribbean is your kind of trip.

The lifetime travel bucket list

Everyone keeps three or four places on that list. We lined up the twelve worth booking first, and the reason each one earns its spot.

The real benefits of traveling

Sharper head or better stories, a wider circle or a bolder one? What travel really hands back, and why the first booking is the hardest one.

In Puerto Rico, on the west coast, Rincon is a favorite for surfing and sunsets.
A night paddle through a bioluminescent bay is often one of the standout experiences alongside a rainforest hike and time on white sand.

 

If food and culture matter as much as scenery, try mofongo and local coffee.
The driest and most popular months are generally from December to April on a group tour here.

Frequently asked questions