4 days in Puerto Rico Itinerary

Created using Inspirock Puerto Rico visit planner
Make it your trip
San Juan
— 1 night
— 1 night
Isla de Vieques
— 1 night


San Juan — 1 night

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S. jurisdiction and one of the oldest in the Americas.
On the 21st (Wed), cast your line with a fishing tour, then appreciate the extensive heritage of Sitio Histórico de San Juan, and then get to know the fascinating history of Old San Juan. On the 22nd (Thu), you'll have a packed day of sightseeing: contemplate the long history of Holocaust Memorial Monument, make a trip to Parque de las Palomas, then appreciate the history behind Plazuela La Rogativa, then get a sense of history and politics at La Fortaleza - Palacio de Santa Catalina, and finally get to know the fascinating history of La Muralla.

For where to stay, reviews, maps, and more tourist information, refer to the San Juan day trip app.

Philadelphia, USA to San Juan is an approximately 7-hour flight. You'll lose 1 hour traveling from Philadelphia to San Juan due to the time zone difference. Plan for much hotter temperatures traveling from Philadelphia in December, with highs in San Juan at 85°F and lows at 75°F. Wrap up your sightseeing on the 22nd (Thu) to allow time to drive to Utuado.
Historic Sites · Outdoors · Wildlife · Tours
Side Trip
Find places to stay Dec 21 — 22:

Utuado — 1 night

Utuado is a municipality of Puerto Rico located in the central mountainous region of the island known as La Cordillera Central. Kick off your visit on the 23rd (Fri): delve into the distant past at Parque Ceremonial Indigena de Caguana, let the river carry you with Tanama Cave Tubing Day Tours, and then Head underground at Aventura Cueva Ventana.

For ratings, photos, traveler tips, and more tourist information, you can read our Utuado trip maker app.

You can drive from San Juan to Utuado in 1.5 hours. Another option is to fly. Prepare for little chillier weather when traveling from San Juan in December: high temperatures in Utuado hover around 80°F and lows are around 70°F. Cap off your sightseeing on the 23rd (Fri) early enough to catch the flight to Isla de Vieques.
Outdoors · Adventure · Tours · Nature
Side Trips
Find places to stay Dec 22 — 23:

Isla de Vieques — 1 night

Isla Nena

For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
Start off your visit on the 24th (Sat): kick back and relax at Playa Caracas, enjoy the sand and surf at Playa La Chiva, and then paddle through the water with a kayaking and canoeing tour.

To find traveler tips, where to stay, more things to do, and other tourist information, refer to the Isla de Vieques route planner.

Traveling by flight from Utuado to Isla de Vieques takes 2.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of car, bus, taxi, and ferry. In December, daytime highs in Isla de Vieques are 84°F, while nighttime lows are 75°F. Finish your sightseeing early on the 24th (Sat) to allow enough time to fly back home.
Outdoors · Beaches · Parks · Adventure
Find places to stay Dec 23 — 24:

Puerto Rico travel guide

Historic Walking Areas · Beaches · Kayaking & Canoeing
A U.S. territory encompassing one big island and several smaller ones, Puerto Rico appeals to visitors from around the globe with its rich history, pleasant climate, natural beauty, and renowned local cuisine. Most tourists take a vacation in Puerto Rico for that classic seaside experience, though the island offers much more than just sun and sand. Tours of Puerto Rico usually start in the city of San Juan, which boasts a trendy bar scene and plenty of art museums for visitors looking to add a bit of culture to their vacation. A short drive from the island's urban centers, pristine rainforests serve as peaceful retreats from the city bustle and ensure plenty of chances to spot wildlife and take exhilarating nature walks.