8 days in Puerto Rico Itinerary

8 days in Puerto Rico Itinerary

Created using Inspirock Puerto Rico vacation builder

Make it your trip
Drive to Charlotte Douglas International Airport, Fly to Luis Munoz Marin International Airport, Drive to Isla de Vieques
Isla de Vieques
— 3 nights
Drive to Vieques, Fly to Culebra
— 2 nights
San Juan
— 2 nights


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.
Explore hidden gems such as Balneario Sun Bay and Playa La Chiva. Take a break from the city and head to Kayaking & Canoeing and La Plata Beach. And it doesn't end there: steep yourself in history at Isabel Segunda, delve into the distant past at El Hombre de Puerto Ferro, relax and rejuvenate at Beatriz Beauty Boutique, and get a taste of the local shopping with Siddhia Hutchinson Fine Art Gallery.

For maps, more things to do, ratings, and other tourist information, you can read our Isla de Vieques trip itinerary planner.

Greenville, USA to Isla de Vieques is an approximately 15.5-hour combination of car and flight. You can also fly. Traveling from Greenville to Isla de Vieques, you'll lose 1 hour due to the time zone difference. Expect a bit warmer weather when traveling from Greenville in October: highs in Isla de Vieques hover around 88°F, while lows dip to 76°F. Wrap up your sightseeing on the 20th (Tue) to allow time to fly to Culebra.

Things to do in Isla de Vieques

Outdoors · Parks · Beaches · Historic Sites


— 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 21st (Wed), see Jerry’s Jeep Rental and then kick back and relax at Flamenco Beach. Get ready for a full day of sightseeing on the next day: see the interesting displays at Museo Historico de Culebra, relax and rejuvenate at Culebra Yoga, and then enjoy the sand and surf at Playa Punta Soldado Beach.

To see reviews, where to stay, other places to visit, and more tourist information, go to the Culebra online travel route planner.

Traveling by combination of car and flight from Isla de Vieques to Culebra takes 4.5 hours. Alternatively, you can fly; or ride a ferry. October in Culebra sees daily highs of 88°F and lows of 78°F at night. Cap off your sightseeing on the 22nd (Thu) early enough to catch the flight to San Juan.

Things to do in Culebra

Outdoors · Parks · Beaches · Museums

San Juan

— 2 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.
On the 23rd (Fri), see what you can catch with a fishing tour, get to know the fascinating history of Old San Juan, and then stop by Ole Puerto Rico.

For where to stay, more things to do, ratings, and tourist information, read San Juan planning app.

Traveling by flight from Culebra to San Juan takes 2 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry, taxi, and shuttle. Expect a daytime high around 90°F in October, and nighttime lows around 78°F. You'll have a few hours on the 24th (Sat) to wrap things up before traveling home.

Things to do in San Juan

Historic Sites · Neighborhoods · Tours · Wildlife

Side Trip

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.