8 days in Puerto Rico Itinerary

8 days in Puerto Rico Itinerary

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Route & dates

8 days in Puerto Rico Itinerary

Start: Pittsburgh
Fly:  10 h 30 min
1
Isla de Vieques
— 2 nights
Drive + Fly:  2 h 15 min
2
Culebra
— 2 nights
Fly:  30 min
3
San Juan
— 3 nights
Fly:  9 h
End: Pittsburgh

2
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.
Start off your visit on the 22nd (Mon): enjoy the sand and surf at La Chiva, then take a leisurely stroll along Malecon, and then tour the pleasant surroundings at Media Luna Beach. On your second day here, take a leisurely stroll along Mosquito Pier and then tour the pleasant surroundings at Sun Bay Beach.

For ratings, reviews, traveler tips, and more tourist information, read Isla de Vieques trip itinerary maker app.

Pittsburgh, USA to Isla de Vieques is an approximately 10.5-hour flight. You can also do a combination of flight, shuttle, and ferry; or do a combination of bus and flight. Due to the time zone difference, you'll lose 1 hour traveling from Pittsburgh to Isla de Vieques. In June, Isla de Vieques is somewhat warmer than Pittsburgh - with highs of 87°F and lows of 78°F. Finish your sightseeing early on the 23rd (Tue) to allow enough time to travel to Culebra.

Things to do in Isla de Vieques

Outdoors Beaches Parks
Find places to stay Jun 21 — 23:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
La Chiva ©
La Chiva
Media Luna Beach ©
Media Luna Beach

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.
Kick off your visit on the 24th (Wed): kick back and relax at Playa Punta Soldado Beach and then stroll through Flamenco Beach. Get ready for a full day of sightseeing on the next day: enjoy the sea views from Culebrita Lighthouse, head off the coast to Culebrita Island, and then enjoy the sand and surf at Zoni Beach.

To see photos, where to stay, other places to visit, and tourist information, refer to the Culebra trip itinerary maker.

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 June in Culebra, expect temperatures between 89°F during the day and 79°F at night. Wrap up your sightseeing on the 25th (Thu) early enough to fly to San Juan.

Things to do in Culebra

Parks Outdoors Beaches
Find places to stay Jun 23 — 25:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach
Playa Punta Soldado Beach ©
Playa Punta Soldado Beach

3
nights
San Juan

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Get out of town with these interesting San Juan side-trips: Trollbeads (in Canovanas), El Yunque Rain Forest (in El Yunque National Forest) and Monkey Threads (in Luquillo). And it doesn't end there: stop by Old San Juan, sample the fine beverages at Casa Bacardi Puerto Rico, get to know the fascinating history of Sitio Histórico de San Juan, and enjoy the sand and surf at Condado Beach.

To find ratings, photos, maps, and tourist information, read our San Juan driving holiday planner.

San Juan is very close to Culebra. In June, plan for daily highs up to 89°F, and evening lows to 78°F. On the 28th (Sun), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in San Juan

Parks Historic Sites Wildlife

Side Trips

Monkey Threads, El Yunque Rain Forest, Casa Bacardi Puerto Rico, Trollbeads
Find places to stay Jun 25 — 28:
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Condado Beach ©
Condado Beach
Old San Juan ©
Old San Juan

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