8 days in Puerto Rico Itinerary

8 days in Puerto Rico Itinerary

Created using Inspirock Puerto Rico trip planner

This plan was created by another user. Make it your plan

Route & dates

Start: Chicago
Fly:  9 h 30 min
1
Isla de Vieques
— 1 day
Drive + Fly:  2 h 15 min
2
Culebra
— 2 nights
Fly:  30 min
3
San Juan
— 4 nights
Fly:  7 h 45 min
End: Chicago

1
day
Isla de Vieques

Isla de Vieques ©
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.
On the 18th (Thu), take a leisurely stroll along Malecon and then explore the activities along Sun Bay Beach.

To find reviews, where to stay, and other tourist information, you can read our Isla de Vieques trip itinerary builder website.

Chicago, USA to Isla de Vieques is an approximately 9- hour flight. You can also do a combination of flight, shuttle, and ferry. The time zone changes from Central Standard Time to Atlantic Standard Time, which is usually a 2 hour difference. Traveling from Chicago in July, Isla de Vieques is a bit warmer at night with lows of 79°F. Cap off your sightseeing on the 18th (Thu) early enough to travel to Culebra.

Things to do in Isla de Vieques

Nature Beaches Parks
Find places to stay Jul 18 — 19:
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Sun Bay Beach ©
Sun Bay Beach
Malecon ©
Malecon

2
nights
Culebra

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
On the 19th (Fri), enjoy the sea views from Culebrita Lighthouse, head off the coast to Culebrita Island, and then enjoy the sand and surf at Zoni Beach. Keep things going the next day: browse the collection at Culebra Public Library and then stroll through Flamenco Beach.

To find more things to do, maps, other places to visit, and other tourist information, read our Culebra trip itinerary builder.

You can do a combination of car and flight from Isla de Vieques to Culebra in 2.5 hours. Alternatively, you can ride a ferry. In July, daily temperatures in Culebra can reach 90°F, while at night they dip to 80°F. Cap off your sightseeing on the 20th (Sat) early enough to catch the flight to San Juan.

Things to do in Culebra

Parks Beaches Outdoors
Find places to stay Jul 18 — 20:
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

4
nights
San Juan

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Go for a jaunt from San Juan to El Yunque National Forest to see El Yunque Rain Forest about 1h 10 min away. There's much more to do: contemplate the long history of Sitio Histórico de San Juan, take a memorable tour with Tours, appreciate the extensive heritage of Old San Juan, and scramble along the landscape with a canyoning and rapelling tour.

Planning San Juan trip won't be overwheling when you use's Insprock itinerary maker.

San Juan is just a short distance from Culebra. In July, daily temperatures in San Juan can reach 89°F, while at night they dip to 78°F. Cap off your sightseeing on the 24th (Wed) early enough to travel back home.

Things to do in San Juan

Outdoors Parks Historic Sites

Side Trips

Casa Bacardi Puerto Rico, El Yunque Rain Forest
Find places to stay Jul 20 — 24:
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan
Climbing Tours

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