12 days in Puerto Rico Itinerary

12 days in Puerto Rico Itinerary

Created using Inspirock Puerto Rico Trip Planner

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Route & dates

12 days in Puerto Rico Itinerary

Start: Chicago
Fly + Drive:  11​h 45​min
1
Carolina
— 3 nights
Drive + Fly:  45​min
2
Culebra
— 3 nights
Fly + Drive:  30​min
3
Isla de Vieques
— 5 nights
Fly:  13​h 15​min
End: Chicago

3
nights
Carolina

Carolina ©
Known as the "Land of Giants" in honor of its celebrated residents--including poet Julia de Burgos and baseball player Roberto Clemente--Carolina makes a living as both an industrial center and a hub of tourism.
Visit Old San Juan and San Juan National Historic Site for their historical value. Take a break from the city and head to The El Yunque Rain Forest and Pine Grove Beach. Go for a jaunt from Carolina to San Juan to see La Fortaleza - Palacio de Santa Catalina about 38 minutes away.

For traveler tips, ratings, reviews, and other tourist information, use the Carolina trip itinerary builder.

Chicago, USA to Carolina is an approximately 12-hour flight. You'll lose 2 hours traveling from Chicago to Carolina due to the time zone difference. In June, Carolina is a bit warmer than Chicago - with highs of 90°F and lows of 78°F. Finish up your sightseeing early on the 15th (Thu) so you can travel to Culebra.

Things to do in Carolina

Parks Historic Sites Wildlife

Side Trips

San Juan, El Yunque Rain Forest
Find places to stay Jun 12 — 15:
Highlights from your plan
Old San Juan ©
Old San Juan
El Yunque Rain Forest ©
El Yunque Rain Forest
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan

3
nights
Culebra

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Get in touch with nature at Flamenco Beach and Culebrita Island. We've included these beaches for you: Zoni Beach and Tamarindo Beach. There's lots more to do: tour the pleasant surroundings at Carlos Rosario Beach, kick back and relax at Playa Punta Soldado Beach, look for gifts at Zinkowski Art Studio, and visit a coastal fixture at Culebrita Lighthouse.

To find reviews, photos, and other tourist information, go to the Culebra sightseeing planner.

Traveling by combination of taxi and flight from Carolina to Culebra takes an hour. Alternatively, you can do a combination of taxi and flight. Expect a daytime high around 88°F in June, and nighttime lows around 79°F. Finish up your sightseeing early on the 18th (Sun) so you can travel to Isla de Vieques.

Things to do in Culebra

Parks Beaches Outdoors
Find places to stay Jun 15 — 18:
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

5
nights
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.
Get in touch with nature at Sun Bay and Blue Beach. Family-friendly places like Media Luna Beach and Caracas Beach will thrill your kids. Next up on the itinerary: identify plant and animal life at Vieques National Wildlife Refuge, take in the waterfront at Mosquito Pier, take an in-depth tour of Fortin Conde de Mirasol Museum, and visit a coastal fixture at Puerto Ferro Lighthouse.

To see traveler tips, ratings, maps, and more tourist information, go to the Isla de Vieques sightseeing planner.

Isla de Vieques is just a short distance from Culebra. In June, daily temperatures in Isla de Vieques can reach 88°F, while at night they dip to 78°F. You will leave for home on the 23rd (Fri).

Things to do in Isla de Vieques

Parks Beaches Outdoors
Find places to stay Jun 18 — 23:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
La Chiva ©
La Chiva
Media Luna Beach ©
Media Luna Beach

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