10 days in Puerto Rico Itinerary

10 days in Puerto Rico Itinerary

Created using Inspirock Puerto Rico sightseeing planner

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Route & dates

10 days in Puerto Rico Itinerary

Start: Chicago
Fly:  9​h 30​min
1
Isla de Vieques
— 2 nights
ferry:  1​h 15​min
2
Fajardo
— 3 nights
ferry:  1​h 30​min
3
Culebra
— 2 nights
Fly:  8​h 30​min
End: Chicago

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.
You'll visit kid-friendly attractions like Sun Bay and La Chiva. There's much more to do: enjoy the sand and surf at Caracas Beach, take in the waterfront at Mosquito Pier, glide peacefully along the water with some of the best stand-up paddleboarding in the area, and relax and rejuvenate at some of the top local wellness centers.

To see reviews, more things to do, maps, and tourist information, read our Isla de Vieques trip itinerary builder site .

Chicago, USA to Isla de Vieques is an approximately 9.5-hour flight. You can also do a combination of flight, shuttle, and ferry. The time zone difference when traveling from Chicago to Isla de Vieques is 2 hours. While traveling from Chicago, expect somewhat warmer days and much warmer nights in Isla de Vieques, ranging from highs of 85°F to lows of 76°F. Finish up your sightseeing early on the 11th (Sat) so you can catch the ferry to Fajardo.

Things to do in Isla de Vieques

Outdoors Parks Beaches
Highlights from your plan
La Chiva ©
La Chiva
Secret Beach ©
Secret Beach
Sun Bay Beach ©
Sun Bay Beach

3
nights
Fajardo

Fajardo ©
Fajardo is a small city and municipality in Puerto Rico (U.S.) located in the east region of the island, bordering the Atlantic Ocean, north of Ceiba and east of Luquillo. Kids will enjoy El Yunque Rain Forest and Fishing Charters & Tours. Get out of town with these interesting Fajardo side-trips: El Yunque National Forest (La Mina Falls & Yokahu Observation Tower). There's more to do: get interesting insight from Tours and kick your exploration up a notch at some of the top local zipline courses and adventure parks.

To see photos, maps, traveler tips, and tourist information, you can read our Fajardo trip itinerary planner.

You can ride a ferry from Isla de Vieques to Fajardo in 1.5 hours. Expect a daytime high around 85°F in May, and nighttime lows around 76°F. Wrap up your sightseeing on the 14th (Tue) early enough to drive to Rincon.

Things to do in Fajardo

Wildlife Parks Nature

Side Trips

El Yunque National Forest, Zipline
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Zipline
Yokahu Observation Tower ©
Yokahu Observation Tower

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.
On the 15th (Wed), browse the collection at Culebra Public Library and then enjoy the sand and surf at Flamenco Beach. Here are some ideas for day two: stroll through Brava Beach, then enjoy the sand and surf at Zoni Beach, and then enjoy the sand and surf at Playa Punta Soldado Beach.

Take the guesswork out of planning a Culebra vacation by using our trip itinerary maker.

You can ride a ferry from Fajardo to Culebra in 1.5 hours. In May, plan for daily highs up to 87°F, and evening lows to 77°F. Wrap up your sightseeing on the 16th (Thu) early enough to travel back home.

Things to do in Culebra

Parks Beaches Outdoors
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach
Brava Beach ©
Brava Beach

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