9 days in Puerto Rico Itinerary

9 days in Puerto Rico Itinerary

Created using Inspirock Puerto Rico attractions planner

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Route & dates

9 days in Puerto Rico Itinerary

Start: Billings
Fly:  16​h 15​min
1
San Juan
— 2 nights
Fly:  30​min
2
Culebra
— 2 nights
Fly + Drive:  2​h 15​min
3
Isla de Vieques
— 3 nights
Drive + Fly:  18​h 15​min
End: Billings

2
nights
San Juan

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Step out of the city life by going to El Yunque Rain Forest and Condado Beach. Your inner history buff will appreciate Old San Juan and Catedral Metropolitana Basilica de San Juan Bautista. Step out of San Juan with an excursion to Museo del Tabaco Caguas in Caguas--about 30 minutes away. There's still lots to do: appreciate the extensive heritage of Sitio Histórico de San Juan, take in the architecture and atmosphere at Parroquia Sagrado Corazon de Jesus, and appreciate the history behind Holocaust Memorial Monument.

For maps, reviews, ratings, and tourist information, read our San Juan trip itinerary planner.

Billings, USA to San Juan is an approximately 16.5-hour flight. Due to the time zone difference, you'll lose 3 hours traveling from Billings to San Juan. Prepare for much hotter weather when traveling from Billings in December: high temperatures in San Juan hover around 85°F and lows are around 75°F. Finish up your sightseeing early on the 24th (Tue) so you can catch the flight to Culebra.

Things to do in San Juan

Parks Historic Sites Wildlife

Side Trips

Museo del Tabaco Caguas, El Yunque Rain Forest
Find places to stay Dec 21 — 24:
Highlights from your plan
Old San Juan ©
Old San Juan
El Yunque Rain Forest ©
El Yunque Rain Forest
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan

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.
Kick off your visit on the 25th (Wed): kick back and relax at Flamenco Beach. Keep things going the next day: step off the mainland to explore Culebrita Island, then enjoy the sand and surf at Zoni Beach, and then enjoy the sand and surf at Playa Punta Soldado Beach.

For maps, where to stay, traveler tips, and other tourist information, go to the Culebra trip planner .

Culebra is just a short distance from San Juan. In December, daily temperatures in Culebra can reach 85°F, while at night they dip to 75°F. Finish up your sightseeing early on the 26th (Thu) so you can travel to Isla de Vieques.

Things to do in Culebra

Parks Beaches Outdoors
Find places to stay Dec 24 — 26:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach
Playa Punta Soldado Beach ©
Playa Punta Soldado Beach

3
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.
Start off your visit on the 27th (Fri): contemplate the waterfront views at Sun Bay Beach and then take in the waterfront at Malecon. On the 28th (Sat), you'll have a packed day of sightseeing: take some stellar pictures from Puerto Ferro Lighthouse, then see some colorful creatures with a scuba or snorkeling tour, and then stroll through Vieques National Wildlife Refuge.

Plan my trip to Isla de Vieques with suggested itineraries provided by Inspirock.

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, plan for daily highs up to 84°F, and evening lows to 75°F. Finish your sightseeing early on the 29th (Sun) so you can travel back home.

Things to do in Isla de Vieques

Outdoors Parks Wildlife
Find places to stay Dec 26 — 29:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Scuba & Snorkeling
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge

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