8 days in Jacksonville & Puerto Rico Itinerary

8 days in Jacksonville & Puerto Rico Itinerary

Created using Inspirock trip itinerary maker

Make it your trip
Fly
1
Jacksonville, United States
— 2 nights
Drive to Orlando Sanford, Fly to San Juan
2
San Juan, Puerto Rico
— 1 night
Fly
3
Isla de Vieques, Puerto Rico
— 1 night
Ferry to Ceiba, Puerto Rico, Drive to El Yunque National Forest
4
El Yunque National Forest, Puerto Rico
— 1 night
Fly
5
Culebra, Puerto Rico
— 2 nights
Fly

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Jacksonville, United States

— 2 nights

The River City

The sprawling city of Jacksonville is not only Florida's most populous city, but also the largest city by land area in the continental United States.
On the 29th (Sat), tee off at TPC at Sawgrass Stadium Course. Here are some ideas for day two: deepen your understanding at Flagler College, visit a coastal fixture at St. Augustine Lighthouse & Maritime Museum, Inc., enjoy the sand and surf at St. Augustine Beach, then sample the fine beverages at St. Augustine Distillery, and finally stroll the grounds of Tolomato Cemetery.

For other places to visit, more things to do, and other tourist information, read Jacksonville journey planner.

Charlotte to Jacksonville is an approximately 4.5-hour flight. You can also drive; or take a bus. In August, plan for daily highs up to 91°F, and evening lows to 73°F. Cap off your sightseeing on the 31st (Mon) early enough to travel to San Juan.

Things to do in Jacksonville

Parks · Outdoors · Historic Sites · Beaches

Side Trips

San Juan, Puerto Rico

— 1 night

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S. jurisdiction and one of the oldest in the Americas.
Kick off your visit on the 1st (Tue): pause for some serene contemplation at Catedral Basilica Menor de San Juan Bautista, appreciate the extensive heritage of Sitio Histórico de San Juan, then get to know the fascinating history of Old San Juan, and finally enjoy the sand and surf at Condado Beach.

To find ratings, reviews, where to stay, and other tourist information, read San Juan trip itinerary planning app.

Getting from Jacksonville to San Juan by combination of car and flight takes about 8 hours. Other options: fly. The time zone changes from Eastern Standard Time to Atlantic Standard Time, which is usually a 1 hour difference. In August, daytime highs in San Juan are 89°F, while nighttime lows are 78°F. Finish your sightseeing early on the 1st (Tue) so you can travel to Isla de Vieques.

Things to do in San Juan

Historic Sites · Neighborhoods · Beaches · Outdoors

Isla de Vieques, Puerto Rico

— 1 night

Isla Nena

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 2nd (Wed): tour the pleasant surroundings at Vieques National Wildlife Refuge, add some adventure to your tour with a kayaking and canoeing tour, and then kick back and relax at Balneario Sun Bay.

To find maps, other places to visit, where to stay, and tourist information, read Isla de Vieques trip itinerary builder site.

Traveling by flight from San Juan to Isla de Vieques takes 2 hours. Alternatively, you can do a combination of car and ferry; or do a combination of shuttle and ferry. In September, plan for daily highs up to 88°F, and evening lows to 77°F. Wrap up your sightseeing on the 2nd (Wed) early enough to travel to El Yunque National Forest.

Things to do in Isla de Vieques

Parks · Outdoors · Beaches · Wildlife

El Yunque National Forest, Puerto Rico

— 1 night
On the 3rd (Thu), delve into the lush surroundings at El Yunque Rain Forest.

To see traveler tips, other places to visit, more things to do, and other tourist information, you can read our El Yunque National Forest road trip planner.

Traveling by combination of ferry and car from Isla de Vieques to El Yunque National Forest takes 2.5 hours. Alternatively, you can do a combination of taxi and flight. Expect a daytime high around 90°F in September, and nighttime lows around 78°F. Finish up your sightseeing early on the 3rd (Thu) so you can travel to Culebra.

Things to do in El Yunque National Forest

Parks · Wildlife · Nature
Highlights from your trip

Culebra, Puerto Rico

— 2 nights

Little Island

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 4th (Fri): stroll through Culebra National Wildlife Refuge, kick back and relax at Tamarindo Beach, and then kick back and relax at Flamenco Beach. Get ready for a full day of sightseeing on the 5th (Sat): stroll through Playa Punta Soldado Beach, enjoy the sand and surf at Melones Beach, and then enjoy the sand and surf at Zoni Beach.

Ask Inspirock to suggest an itinerary and make planning a trip to Culebra fast, fun, and easy.

Getting from El Yunque National Forest to Culebra by flight takes about 2.5 hours. Other options: do a combination of car and ferry. Expect a daytime high around 89°F in September, and nighttime lows around 79°F. Wrap up your sightseeing on the 5th (Sat) early enough to travel back home.

Things to do in Culebra

Parks · Beaches · Outdoors · Wildlife

Puerto Rico travel guide

4.5
Historic Walking Areas · Beaches · Forests
A U.S. territory encompassing one big island and several smaller ones, Puerto Rico appeals to visitors from around the globe with its rich history, pleasant climate, natural beauty, and renowned local cuisine. Most tourists take a vacation in Puerto Rico for that classic seaside experience, though the island offers much more than just sun and sand. Tours of Puerto Rico usually start in the city of San Juan, which boasts a trendy bar scene and plenty of art museums for visitors looking to add a bit of culture to their vacation. A short drive from the island's urban centers, pristine rainforests serve as peaceful retreats from the city bustle and ensure plenty of chances to spot wildlife and take exhilarating nature walks.