14 days in Puerto Rico Itinerary

14 days in Puerto Rico Itinerary

Created using Inspirock Puerto Rico vacation planner

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Route & dates

14 days in Puerto Rico Itinerary

Start: Philadelphia
Fly:  8​h
1
Isla de Vieques
— 5 nights
Drive + Fly:  2​h 15​min
2
Culebra
— 3 nights
Fly:  30​min
3
San Juan
— 5 nights
Fly:  6​h 45​min
End: Philadelphia

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.
You'll visit kid-friendly attractions like Sun Bay and La Chiva. There's much more to do: kick back and relax at Caracas Beach, look for all kinds of wild species at Vieques National Wildlife Refuge, take a tour by water with Boat Tours & Water Sports, and take a leisurely stroll along Malecon.

To find maps, where to stay, ratings, and tourist information, go to the Isla de Vieques trip planning tool .

Philadelphia, USA to Isla de Vieques is an approximately 8-hour flight. You can also do a combination of train and flight; or do a combination of train and flight. You'll lose 1 hour traveling from Philadelphia to Isla de Vieques due to the time zone difference. Traveling from Philadelphia in August, expect a bit warmer with lows of 79°F in Isla de Vieques. Finish up your sightseeing early on the 12th (Mon) so you can travel to Culebra.

Things to do in Isla de Vieques

Outdoors Parks Beaches
Find places to stay Aug 7 — 12:
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Sun Bay Beach ©
Sun Bay Beach
La Chiva ©
La Chiva
Media Luna Beach ©
Media Luna Beach

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.
Family-friendly places like Flamenco Beach and Brava Beach will thrill your kids. There's much more to do: tour the pleasant surroundings at Zoni Beach, kick back and relax at Tamarindo Beach, get lost in a book at Culebra Public Library, and visit a coastal fixture at Culebrita Lighthouse.

To find where to stay, more things to do, maps, and tourist information, you can read our Culebra trip site .

Traveling by combination of car and flight from Isla de Vieques to Culebra takes 2.5 hours. Alternatively, you can ride a ferry. In August, daily temperatures in Culebra can reach 89°F, while at night they dip to 80°F. Wrap up your sightseeing on the 15th (Thu) early enough to fly to San Juan.

Things to do in Culebra

Parks Beaches Outdoors
Find places to stay Aug 12 — 15:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach
Tamarindo Beach ©
Tamarindo Beach

5
nights
San Juan

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Attractions like Luquillo Beach and Condado Beach make great kid-friendly stops. Explore the numerous day-trip ideas around San Juan: Horseback Riding Tours (in Utuado) and El Yunque Rain Forest (in El Yunque National Forest). There's still lots to do: scramble along the landscape with a canyoning and rapelling tour, pause for some photo ops at Paseo de los Presidentes, brush up on your knowledge of spirits at Casa BACARDI Puerto Rico, and get to know the fascinating history of Sitio Histórico de San Juan.

Quickly create a custom-made itinerary for San Juan using our trip planner.

San Juan is just a short distance from Culebra. In August, daily temperatures in San Juan can reach 89°F, while at night they dip to 78°F. Finish your sightseeing early on the 20th (Tue) so you can travel back home.

Things to do in San Juan

Outdoors Parks Tours

Side Trips

Horseback Riding Tours, El Yunque Rain Forest, Casa Bacardi, Luquillo Beach
Find places to stay Aug 15 — 20:
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Luquillo Beach ©
Luquillo Beach
Horseback Riding Tours

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