6 days in Pensacola & Puerto Rico Itinerary

6 days in Pensacola & Puerto Rico Itinerary

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Route & dates

Start: Valparaiso, United States
Drive:  1 h 15 min
1
Pensacola, United States
— 1 day
+2
Bus + Foot + Fly:  14 h
2
Culebra, Puerto Rico
— 1 night
Fly:  30 min
3
San Juan, Puerto Rico
— 3 nights
Fly:  11 h 45 min
End: Valparaiso, United States

1
day
Pensacola, United States

Pensacola ©
Surrounded on three sides by water, Pensacola offers access to white-sand beaches and emerald-green ocean unspoiled by large resorts.
Kick off your visit on the 25th (Thu): deepen your knowledge of military history at Pensacola Naval Air Station and then brush up on your military savvy at National Naval Aviation Museum.

For more things to do, reviews, maps, and other tourist information, read Pensacola journey tool.

Valparaiso to Pensacola is an approximately 1.5- hour car ride. In April, daytime highs in Pensacola are 77°F, while nighttime lows are 61°F. Finish your sightseeing early on the 25th (Thu) so you can travel to Culebra.

Things to do in Pensacola

Museums
Find places to stay Apr 25 — 26:
Highlights from your plan
National Naval Aviation Museum ©
National Naval Aviation Museum
Pensacola Naval Air Station ©
Pensacola Naval Air Station

1
night
Culebra, Puerto Rico

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
On the 26th (Fri), get lost in a book at Culebra Public Library and then kick back and relax at Flamenco Beach. On your second day here, stroll through Zoni Beach, enjoy the sea views from Culebrita Lighthouse, and then step off the mainland to explore Culebrita Island.

For more things to do, other places to visit, maps, and more tourist information, you can read our Culebra day trip website.

You can do a combination of bus and flight from Pensacola to Culebra in 9.5 hours. Another option is to do a combination of taxi and flight. You'll lose 2 hours traveling from Pensacola to Culebra due to the time zone difference. Prepare for a bit warmer weather when traveling from Pensacola in April: high temperatures in Culebra hover around 85°F and lows are around 76°F. Cap off your sightseeing on the 27th (Sat) early enough to catch the flight to San Juan.

Things to do in Culebra

Parks Beaches Outdoors
Find places to stay Apr 26 — 27:
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

3
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
On the 28th (Sun), stroll through El Yunque Rain Forest. On the 29th (Mon), you'll have a packed day of sightseeing: contemplate the long history of Sitio Histórico de San Juan, then steep yourself in history at Old San Juan, and then appreciate the extensive heritage of Paseo de la Princesa.

To find more things to do, other places to visit, maps, and other tourist information, you can read our San Juan itinerary builder app.

San Juan is very close to Culebra. In April, daily temperatures in San Juan can reach 87°F, while at night they dip to 75°F. Wrap up your sightseeing by early afternoon on the 30th (Tue) to allow enough time to travel back home.

Things to do in San Juan

Historic Sites Wildlife Nature

Side Trips

El Yunque Rain Forest, Casa Bacardi Puerto Rico
Find places to stay Apr 27 — 30:
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan
Old San Juan ©
Old San Juan

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