9 days in Florida & Puerto Rico Itinerary

9 days in Florida & Puerto Rico Itinerary

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Route & dates

Start: Orlando, United States
1
Orlando, United States
— 2 nights
Fly:  6 h 15 min
2
San Juan, Puerto Rico
— 1 night
Fly:  30 min
3
Culebra, Puerto Rico
— 2 nights
Fly + Drive:  2 h 15 min
4
Isla de Vieques, Puerto Rico
— 2 nights
Fly:  7 h 15 min
End: Orlando, United States

2
nights
Orlando, United States

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Orlando is known for theme parks, nightlife, and fun & games. Your plan includes some of its best attractions: discover the magic at Walt Disney World Resort, have some family-friendly fun at The Escape Game Orlando, admire the masterpieces at Charles Hosmer Morse Museum of American Art, and find something for the whole family at Universal's Islands of Adventure.

To see where to stay, photos, maps, and tourist information, read Orlando trip itinerary tool.

If you are flying in from United States, the closest major aiports are Orlando International Airport, Orlando Sanford International Airport, Daytona Beach International Airport and Lakeland Linder International Airport. In December, plan for daily highs up to 77°F, and evening lows to 59°F. Wrap up your sightseeing on the 26th (Thu) to allow time to travel to San Juan.

Things to do in Orlando

Theme Parks Fun & Games Parks

Side Trip

Charles Hosmer Morse Museum of American Art
Find places to stay Dec 24 — 26:
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

1
night
San Juan, Puerto Rico

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
On the 27th (Fri), tour the pleasant surroundings at Condado Beach and then contemplate the long history of Sitio Histórico de San Juan. Get ready for a full day of sightseeing on the next day: let your taste buds guide you at a local gastronomic tour, then look for gifts at Coqui el Original, and then appreciate the extensive heritage of Old San Juan.

To find ratings, traveler tips, reviews, and other tourist information, go to the San Juan route planner.

Traveling by flight from Orlando to San Juan takes 4 hours. Alternatively, you can do a combination of flight and car; or do a combination of bus and flight. You'll lose 1 hour traveling from Orlando to San Juan due to the time zone difference. Traveling from Orlando in December, things will get a bit warmer in San Juan: highs are around 85°F and lows about 75°F. Wrap up your sightseeing on the 28th (Sat) early enough to fly to Culebra.

Things to do in San Juan

Historic Sites Neighborhoods Beaches
Find places to stay Dec 26 — 28:
Highlights from your plan
Food Tours
Condado Beach ©
Condado Beach
Old San Juan ©
Old San Juan

2
nights
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.
Start off your visit on the 29th (Sun): tour the pleasant surroundings at Flamenco Beach and then browse the collection at Culebra Public Library. Keep things going the next day: enjoy the sand and surf at Zoni Beach, then head off the coast to Culebrita Island, and then visit a coastal fixture at Culebrita Lighthouse.

To see photos, other places to visit, reviews, and other tourist information, refer to the Culebra road trip planning site.

Culebra is very close to San Juan. In December, daytime highs in Culebra are 85°F, while nighttime lows are 75°F. Wrap up your sightseeing on the 30th (Mon) early enough to travel to Isla de Vieques.

Things to do in Culebra

Parks Beaches Outdoors
Find places to stay Dec 28 — 30:
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

2
nights
Isla de Vieques, Puerto Rico

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.
On the 31st (Tue), contemplate the waterfront views at Sun Bay Beach and then expand your understanding of the military at Camp Garcia. Get ready for a full day of sightseeing on the next day: admire the landmark architecture of Puerto Ferro Lighthouse, tour the pleasant surroundings at Media Luna Beach, and then tour the pleasant surroundings at Vieques National Wildlife Refuge.

To find other places to visit, more things to do, where to stay, and more tourist information, you can read our Isla de Vieques driving holiday planner.

Getting from Culebra to Isla de Vieques by combination of flight and car takes about 2.5 hours. Other options: ride a ferry. In December in Isla de Vieques, expect temperatures between 84°F during the day and 75°F at night. Finish your sightseeing early on the 1st (Wed) so you can travel back home.

Things to do in Isla de Vieques

Parks Beaches Outdoors
Find places to stay Dec 30 — Jan 1:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge
Media Luna Beach ©
Media Luna Beach

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