8 days in Puerto Rico Itinerary

8 days in Puerto Rico Itinerary

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Route & dates

8 days in Puerto Rico Itinerary

Start: Chicago
Fly:  7​h 45​min
1
San Juan
— 3 nights
Drive:  1​h 15​min
2
El Yunque National Forest
— Few hours
Drive:  2​h 45​min
3
Rincon
— 3 nights
Drive:  2​h
4
San Juan
— 1 night
Fly:  7​h 45​min
End: Chicago

3
nights
San Juan

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
On the 21st (Thu), get to know the fascinating history of Sitio Histórico de San Juan. On your second day here, skim along the rocks with a canyoning and rapelling tour, then let your taste buds guide you at a local gastronomic tour, and then appreciate the history behind Paseo de los Presidentes.

To see more things to do, other places to visit, reviews, and other tourist information, read San Juan route maker tool .

Chicago, USA to San Juan is an approximately 8-hour flight. You can also do a combination of flight and car. Traveling from Chicago to San Juan, you'll lose 2 hours due to the time zone difference. Traveling from Chicago in November, things will get much warmer in San Juan: highs are around 87°F and lows about 76°F. Cap off your sightseeing on the 24th (Sun) early enough to go by car to El Yunque National Forest.

Things to do in San Juan

Tours Outdoors Historic Sites
Highlights from your plan
Old San Juan ©
Old San Juan
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan
Canyoning & Rappelling Tours

few
hours
El Yunque National Forest

El Yunque National Forest ©
Kick off your visit on the 24th (Sun): look for all kinds of wild species at El Yunque Rain Forest.

To find where to stay, maps, other places to visit, and more tourist information, you can read our El Yunque National Forest trip builder site .

Traveling by car from San Juan to El Yunque National Forest takes 1.5 hours. Alternatively, you can take a shuttle. In November, plan for daily highs up to 87°F, and evening lows to 76°F. Cap off your sightseeing on the 24th (Sun) early enough to go by car to Rincon.

Things to do in El Yunque National Forest

Wildlife Nature Parks
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest

3
nights
Rincon

Rincon ©
A seaside playground in the Caribbean, Rincon was a small agricultural and fishing town until it hosted the 1968 World Surfing Championship.
On the 25th (Mon), see the interesting displays at El Faro Lighthouse, see some colorful creatures with a scuba or snorkeling tour, then enjoy the sand and surf at Crashboat Beach, and finally don't miss a visit to Monumento al Cacique Mabodamaca. On the 26th (Tue), you'll have a packed day of sightseeing: wander the streets of San German, then enjoy the sand and surf at Sandy Beach, and then look for gifts at Tres Puertas Art Gallery & Blue Mermaid Gift Shop.

To find where to stay, photos, traveler tips, and other tourist information, read our Rincon trip planning site .

You can drive from El Yunque National Forest to Rincon in 3 hours. Other options are to do a combination of shuttle and flight; or do a combination of shuttle and car. November in Rincon sees daily highs of 85°F and lows of 77°F at night. Finish your sightseeing early on the 27th (Wed) to allow enough time to drive to San Juan.

Things to do in Rincon

Outdoors Wildlife Parks

Side Trips

Monumento al Cacique Mabodamaca, Crashboat Beach, San German
Highlights from your plan
Crashboat Beach ©
Crashboat Beach
San German ©
San German
Sandy Beach ©
Sandy Beach

1
night
San Juan

San Juan ©
On the 27th (Wed), kick back and relax at Luquillo Beach, revel in the low prices at Coach Outlet Store, then get engrossed in the history at Catedral Metropolitana Basilica de San Juan Bautista, then don't miss a visit to Plaza de la Catedral, and finally appreciate the extensive heritage of Paseo de la Princesa. Keep things going the next day: look for gifts at Pure Soul Living and then kick back and relax at Condado Beach.

To see traveler tips, ratings, other places to visit, and other tourist information, use the San Juan tour itinerary planning tool .

You can drive from Rincon to San Juan in 2 hours. Alternatively, you can fly; or do a combination of car and shuttle. Finish your sightseeing early on the 28th (Thu) so you can travel back home.

Things to do in San Juan

Outdoors Parks Beaches

Side Trip

Luquillo Beach
Highlights from your plan
Condado Beach ©
Condado Beach
Luquillo Beach ©
Luquillo Beach
Paseo de la Princesa ©
Paseo de la Princesa

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