29 days in Puerto Rico Itinerary

29 days in Puerto Rico Itinerary

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Route & dates

29 days in Puerto Rico Itinerary

Start: Orlando, Florida
Fly:  5 h
1
Rincon
— 3 nights
Drive + Fly:  2 h 30 min
2
Culebra
— 5 nights
Fly:  30 min
3
San Juan
— 8 nights
Drive:  1 h 15 min
4
El Yunque National Forest
— 4 nights
Shuttle + Fly:  2 h
5
Isla de Vieques
— 8 nights
Fly:  6 h
End: Orlando, Florida

3
nights
Rincon

A seaside playground in the Caribbean, Rincon was a small agricultural and fishing town until it hosted the 1968 World Surfing Championship.
Explore Rincon's surroundings by going to Ponce (El Museo Castillo Serralles, Museo de Arte de Ponce, & more), Casa Dona Bisa and Museo Historia San Sebastian (in San Sebastian) and Parque Nacional de las Cavernas del Rio Camuy (in Camuy). There's still lots to do: trot along with a tour on horseback, take in the dramatic scenery at Aventuras Borinken, and relax and rejuvenate at some of the best spas.

To see more things to do, traveler tips, ratings, and more tourist information, read our Rincon trip itinerary maker .

Orlando, USA to Rincon is an approximately 5-hour flight. You can also do a combination of flight and car. Due to the time zone difference, you'll lose 1 hour traveling from Orlando to Rincon. Traveling from Orlando in September, you can expect nighttime temperatures to be somewhat warmer in Rincon, with lows of 80°F. Finish up your sightseeing early on the 17th (Tue) so you can travel to Culebra.

Things to do in Rincon

Museums Parks Nature

Side Trips

Ponce, Horseback Riding Tours, Parque Nacional de las Cavernas del Rio Camuy, Aventuras Borinken, Casa Dona Bisa and Museo Historia San Sebastian
Find places to stay Sep 14 — 17:
Highlights from your plan
Horseback Riding Tours
Museo de Arte de Ponce ©
Museo de Arte de Ponce

5
nights
Culebra

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Culebra is known for beaches, wildlife, nature, outdoors, and adventure. Your plan includes some of its best attractions: tour the pleasant surroundings at Flamenco Beach, enjoy the sand and surf at Melones Beach, identify plant and animal life at Culebra National Wildlife Refuge, and see some colorful creatures with a scuba or snorkeling tour.

For where to stay, more things to do, reviews, and tourist information, use the Culebra driving holiday planner .

Traveling by combination of car and flight from Rincon to Culebra takes 2.5 hours. Alternatively, you can fly; or do a combination of car, shuttle, and flight. In September, daytime highs in Culebra are 89°F, while nighttime lows are 79°F. Wrap up your sightseeing on the 22nd (Sun) to allow time to fly to San Juan.

Things to do in Culebra

Parks Outdoors Beaches
Find places to stay Sep 17 — 22:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Culebrita Island ©
Culebrita Island
Zoni Beach ©
Zoni Beach

8
nights
San Juan

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Explore the numerous day-trip ideas around San Juan: Luquillo Beach (in Luquillo), Museo del Tabaco Caguas (in Caguas) and Isla de Caja de Muertos (in Ponce). And it doesn't end there: appreciate the extensive heritage of Old San Juan, enjoy the sand and surf at Pine Grove Beach, indulge in some culinary diversions at a local gastronomic tour, and scramble along the landscape with a canyoning and rapelling tour.

For reviews, traveler tips, maps, and more tourist information, read our San Juan trip planner .

San Juan is just a short distance from Culebra. September in San Juan sees daily highs of 90°F and lows of 78°F at night. Cap off your sightseeing on the 30th (Mon) early enough to go by car to El Yunque National Forest.

Things to do in San Juan

Outdoors Parks Beaches

Side Trips

Carolina, Museo del Tabaco Caguas, Isla de Caja de Muertos, Luquillo Beach, Casa Bacardi Puerto Rico
Find places to stay Sep 22 — 30:
Highlights from your plan
Old San Juan ©
Old San Juan
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan
Canyoning & Rappelling Tours

4
nights
El Yunque National Forest

El Yunque National Forest ©
Explore the numerous day-trip ideas around El Yunque National Forest: Carabali Rainforest Park (in Luquillo), Fajardo (Scuba & Snorkeling, Bioluminescent Bay, & more) and Palomino Island (in Las Croabas).

To see reviews, photos, more things to do, and tourist information, read our El Yunque National Forest day trip planning app .

You can drive from San Juan to El Yunque National Forest in 1.5 hours. Alternatively, you can take a shuttle. In September, plan for daily highs up to 90°F, and evening lows to 78°F. Finish your sightseeing early on the 4th (Fri) to allow enough time to travel to Isla de Vieques.

Things to do in El Yunque National Forest

Parks Nature Wildlife

Side Trips

Fajardo, Luquillo, Bosque Nacional El Yunque, Zipline
Find places to stay Sep 30 — Oct 4:
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Carabali Rainforest Park ©
Carabali Rainforest Park
Zipline

8
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, wildlife, adventure, and nightlife. Your plan includes some of its best attractions: kick back and relax at Sun Bay Beach, tour the pleasant surroundings at Caracas Beach, enjoy some diversion at Vieques Gun Club & Sporting Clays, and discover the deep blue sea with a scuba or snorkeling tour.

For traveler tips, other places to visit, and tourist information, go to the Isla de Vieques trip planner .

You can do a combination of shuttle and flight from El Yunque National Forest to Isla de Vieques in 2 hours. Other options are to do a combination of car and ferry; or do a combination of shuttle and ferry. October in Isla de Vieques sees daily highs of 88°F and lows of 76°F at night. Finish up your sightseeing early on the 12th (Sat) so you can travel back home.

Things to do in Isla de Vieques

Outdoors Parks Beaches
Find places to stay Oct 4 — 12:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge
Caracas Beach ©
Caracas Beach

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