11 days in Culebra, Isla de Vieques & San Juan Itinerary

11 days in Culebra, Isla de Vieques & San Juan Itinerary

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Route & dates

11 days in Culebra, Isla de Vieques & San Juan Itinerary

Start: Chicago
Fly:  13​h 15​min
1
Culebra
— 2 nights
Fly + Drive:  30​min
2
Isla de Vieques
— 4 nights
Fly:  30​min
3
San Juan
— 4 nights
Fly:  11​h 45​min
End: Chicago

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.
Start off your visit on the 14th (Mon): tour the pleasant surroundings at Playa Punta Soldado Beach and then tour the pleasant surroundings at Flamenco Beach. On the 15th (Tue), you'll have a packed day of sightseeing: step off the mainland to explore Culebrita Island and then kick back and relax at Zoni Beach.

To find other places to visit, traveler tips, ratings, and tourist information, read our Culebra itinerary builder.

Chicago, USA to Culebra is an approximately 13.5-hour flight. The time zone changes from Central Standard Time to Atlantic Standard Time, which is usually a 2 hour difference. Traveling from Chicago in August, you can expect nighttime temperatures to be somewhat warmer in Culebra, with lows of 78°F. Cap off your sightseeing on the 15th (Tue) early enough to travel to Isla de Vieques.

Things to do in Culebra

Parks Beaches Outdoors
Find places to stay Aug 13 — 15:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Culebrita Island ©
Culebrita Island
Zoni Beach ©
Zoni Beach

4
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.
Isla de Vieques is known for nature, beaches, adventure, sightseeing, and museums. Your plan includes some of its best attractions: contemplate the waterfront views at Sun Bay, take in the waterfront at Malecon, contemplate the long history of Puerto Ferro Lighthouse, and enjoy the sand and surf at Caracas Beach.

To see other places to visit, more things to do, maps, and other tourist information, you can read our Isla de Vieques vacation builder.

Isla de Vieques is very close to Culebra. August in Isla de Vieques sees daily highs of 88°F and lows of 79°F at night. Finish your sightseeing early on the 19th (Sat) so you can travel to San Juan.

Things to do in Isla de Vieques

Parks Beaches Outdoors
Find places to stay Aug 15 — 19:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge
Media Luna Beach ©
Media Luna Beach

4
nights
San Juan

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
You'll find plenty of places to visit near San Juan: Scuba & Snorkeling (in Fajardo), Carabali Rainforest Park (in Luquillo) and The El Yunque Rain Forest (in El Yunque National Forest). And it doesn't end there: contemplate the long history of Old San Juan, get the adrenaline pumping with an extreme tour, get engrossed in the history at Cathedral of San Juan Bautista, and get to know the fascinating history of San Juan National Historic Site.

To see maps, reviews, and other tourist information, read our San Juan itinerary maker.

San Juan is very close to Isla de Vieques. August in San Juan sees daily highs of 89°F and lows of 78°F at night. Wrap up your sightseeing by early afternoon on the 23rd (Wed) to allow enough time to travel back home.

Things to do in San Juan

Wildlife Outdoors Parks

Side Trips

Scuba & Snorkeling, Carabali Rainforest Park, El Yunque Rain Forest
Find places to stay Aug 19 — 23:
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Old San Juan ©
Old San Juan
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan

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