8 days in Puerto Rico Itinerary

Created using Inspirock Puerto Rico Trip Planner
Make it your trip
— 2 nights
San Juan
— 3 nights
Isla de Vieques
— 2 nights


Culebra — 2 nights

Little Island

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
On the 25th (Sun), kick back and relax at Playa Punta Soldado Beach and then enjoy the sand and surf at Flamenco Beach. Keep things going the next day: tour the pleasant surroundings at Playa Zoni and then head off the coast to Culebrita.

To see traveler tips, other places to visit, reviews, and tourist information, you can read our Culebra trip itinerary app.

Boston, USA to Culebra is an approximately 8.5-hour flight. The time zone difference when traveling from Boston to Culebra is 1 hour. Plan for much warmer temperatures traveling from Boston in February, with highs in Culebra at 84°F and lows at 73°F. Wrap up your sightseeing on the 26th (Mon) early enough to fly to San Juan.
Parks · Outdoors · Beaches · Nature
Find places to stay Feb 24 — 26:

San Juan — 3 nights

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.
Start off your visit on the 27th (Tue): delve into the lush surroundings at El Yunque National Forest. Get ready for a full day of sightseeing on the 28th (Wed): steep yourself in history at Sitio Histórico de San Juan, contemplate the long history of Catedral Basilica Menor de San Juan Bautista, then stop by Spicy Caribbee, and finally appreciate the extensive heritage of Old San Juan.

To find photos, more things to do, where to stay, and more tourist information, use the San Juan online trip itinerary builder.

Fly from Culebra to San Juan in 2 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry, taxi, and shuttle. In February in San Juan, expect temperatures between 84°F during the day and 73°F at night. Wrap up your sightseeing on the 1st (Thu) to allow time to fly to Isla de Vieques.
Nature · Parks · Wildlife · Historic Sites
Side Trip
Find places to stay Feb 26 — Mar 1:

Isla de Vieques — 2 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.
Isla de Vieques is known for beaches, nature, and adventure. Your trip includes some of its best attractions: kick back and relax at Balneario Sun Bay, take a leisurely stroll along Malecon, tour the pleasant surroundings at Playa La Chiva, and enjoy the sea views from Puerto Ferro Lighthouse.

To see ratings, where to stay, and more tourist information, refer to the Isla de Vieques journey planner.

Traveling by flight from San Juan to Isla de Vieques takes 2 hours. Alternatively, you can do a combination of car and ferry; or do a combination of shuttle, taxi, and ferry. In March, daytime highs in Isla de Vieques are 84°F, while nighttime lows are 72°F. Wrap up your sightseeing on the 3rd (Sat) early enough to fly back home.
Parks · Outdoors · Beaches · Wildlife
Find places to stay Mar 1 — 3:

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.