8 days in Puerto Rico Itinerary

8 days in Puerto Rico Itinerary

Created using Inspirock Puerto Rico itinerary planner

Make it your trip
San Juan
— 1 night
— 3 nights
Fly to Vieques, Drive to Isla de Vieques
Isla de Vieques
— 3 nights


San Juan

— 1 night

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
On the 14th (Mon), don't miss a visit to Paseo de la Princesa and then appreciate the extensive heritage of Sitio Histórico de San Juan. Keep things going the next day: kick your exploration up a notch at some of the top local zipline courses and adventure parks, take in the architecture and atmosphere at Catedral Metropolitana Basilica de San Juan Bautista, and then visit Old San Juan.

For photos, other places to visit, where to stay, and other tourist information, you can read our San Juan trip site.

Washington DC, USA to San Juan is an approximately 7-hour flight. Traveling from Washington DC to San Juan, you'll lose 1 hour due to the time zone difference. Traveling from Washington DC in December, things will get much warmer in San Juan: highs are around 85°F and lows about 75°F. Wrap up your sightseeing on the 15th (Tue) early enough to travel to Culebra.

Things to do in San Juan

Historic Sites · Neighborhoods · Outdoors · Tours

Side Trip


— 3 nights

Little Island

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Visit Flamenco Beach and Tamarindo Beach for some beach relaxation. Step out of the city life by going to Boat Tours & Water Sports and Culebrita Island. There's much more to do: enjoy the sand and surf at Carlos Rosario Beach, enjoy the sea views from Culebrita Lighthouse, and tour the pleasant surroundings at Playa Punta Soldado Beach.

To see where to stay, maps, other places to visit, and other tourist information, go to the Culebra trip website.

Traveling by flight from San Juan to Culebra takes 2 hours. Alternatively, you can do a combination of car and ferry; or do a combination of shuttle and ferry. In December, daytime highs in Culebra are 85°F, while nighttime lows are 75°F. Cap off your sightseeing on the 18th (Fri) early enough to travel to Isla de Vieques.

Things to do in Culebra

Parks · Outdoors · Beaches · Tours

Isla de Vieques

— 3 nights

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.
Get outdoors at Caracas Beach and Horseback Riding Tours. Step off the beaten path and head to Kayaking & Canoeing and Media Luna Beach. Next up on the itinerary: enjoy the sand and surf at Secret Beach (Pata Prieta), take a leisurely stroll along Mosquito Pier, and stroll through Navio Beach.

To find photos, reviews, traveler tips, and tourist information, go to the Isla de Vieques attractions site.

Traveling by combination of flight and car from Culebra to Isla de Vieques takes 4 hours. Alternatively, you can ride a ferry. In December, daytime highs in Isla de Vieques are 84°F, while nighttime lows are 75°F. Cap off your sightseeing on the 21st (Mon) early enough to travel back home.

Things to do in Isla de Vieques

Outdoors · Parks · Beaches · Tours

Puerto Rico travel guide

Historic Walking Areas · Beaches · Forests
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.