29 days in Puerto Rico Itinerary

29 days in Puerto Rico Itinerary

Created using Inspirock Puerto Rico vacation maker

Make it your trip
Fly
1
Fajardo
— 5 nights
Drive
2
Humacao
— 1 day
Drive
3
Caguas
— 1 night
Drive
4
San Juan
— 5 nights
Drive
5
Aguadilla
— 4 nights
Drive
6
Cabo Rojo
— 4 nights
Drive
7
Ponce
— 5 nights
Drive
8
Orocovis
— 4 nights
Drive to Luis Munoz Marin International Airport, Fly to New York City

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Fajardo

— 5 nights
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. Change things up with these side-trips from Fajardo: El Yunque National Forest (El Yunque Rain Forest & Cascada La Mina (La Mina Falls)). There's still lots to do: stroll through Luquillo Beach, explore the activities along Laguna Grande Bioluminescent Bay, paddle through the water with a kayaking and canoeing tour, and examine the collection at El Portal Tropical Forest Center.

Plan trip to Fajardo with our itinerary maker to find out where to go and what to do.

New York City, USA to Fajardo is an approximately 7-hour flight. Due to the time zone difference, you'll lose 1 hour traveling from New York City to Fajardo. Prepare for much warmer weather when traveling from New York City in April: high temperatures in Fajardo hover around 85°F and lows are around 75°F. Finish your sightseeing early on the 21st (Wed) to allow enough time to drive to Humacao.

Things to do in Fajardo

Parks · Nature · Wildlife · Outdoors

Side Trips

Humacao

— 1 day

Pearl of the East

Thanks to its proximity to the capital and scenic location on Puerto Rico's eastern coastline, Humacao remains a frequent stop for many international travelers.
Start off your visit on the 21st (Wed): explore the striking landscape of Reserva Natural de Humacao, stroll through Pterocarpus Forest - Palmas del Mar, and then play a few rounds at Palmas Del Mar Golf Club.

For maps, traveler tips, more things to do, and tourist information, refer to the Humacao sightseeing app.

Humacao is just a stone's throw from Fajardo. April in Humacao sees daily highs of 85°F and lows of 75°F at night. Finish up your sightseeing early on the 21st (Wed) so you can go by car to Caguas.

Things to do in Humacao

Nature · Parks · Wildlife · Golf

Caguas

— 1 night
Caguas, founded in 1775, is a city and municipality of Puerto Rico (U.S.) located in the Central Mountain Range of Puerto Rico, south of San Juan and Trujillo Alto, west of Gurabo and San Lorenzo, east of Aguas Buenas, Cidra, and Cayey.Caguas is located 20mi (twenty minutes to an hour by car) from San Juan and 40mi (an hour and a half by car; it may take longer because of mountainous area in between the two cities) from Ponce. Kick off your visit on the 22nd (Thu): get advice or help at Caguas Tourism Office.

To see maps, photos, and more tourist information, use the Caguas online vacation planner.

Caguas is just a stone's throw from Humacao. In April, plan for daily highs up to 87°F, and evening lows to 75°F. Wrap up your sightseeing by early afternoon on the 22nd (Thu) to allow enough time to drive to San Juan.

Things to do in Caguas

Museums

San Juan

— 5 nights

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S. jurisdiction and one of the oldest in the Americas.
Make the 25th (Sun) a memorable day with a climbing tour. And it doesn't end there: appreciate the extensive heritage of Sitio Histórico de San Juan, make a trip to Calle del Cristo, enjoy the sand and surf at Ocean Park Beach, and wander the streets of Old San Juan.

For traveler tips, maps, more things to do, and tourist information, refer to the San Juan travel route planning app.

San Juan is just a short distance from Caguas. In April, daily temperatures in San Juan can reach 87°F, while at night they dip to 75°F. Cap off your sightseeing on the 27th (Tue) early enough to go by car to Aguadilla.

Things to do in San Juan

Outdoors · Tours · Parks · Beaches

Side Trip

Aguadilla

— 4 nights

Garden of the Atlantic

Destroyed over the centuries by earthquakes and hurricanes, resilient Aguadilla now serves as one of Puerto Rico's top surfing destinations.
Change things up with these side-trips from Aguadilla: Rincon (Scuba & Snorkeling & Faro de Punta Higuera) and Parque Nacional de las Cavernas del Rio Camuy (in Camuy). There's still lots to do: enjoy the sand and surf at Crashboat Beach, stroll through Playa Rompe Olas, indulge in some personalized pampering at some of the best spas, and don't miss a visit to Monumento al Cacique Mabodamaca.

To find reviews, maps, traveler tips, and more tourist information, read Aguadilla road trip planner.

Traveling by car from San Juan to Aguadilla takes 2 hours. Alternatively, you can fly. In April, daily temperatures in Aguadilla can reach 84°F, while at night they dip to 71°F. Cap off your sightseeing on the 1st (Sat) early enough to go by car to Cabo Rojo.

Things to do in Aguadilla

Parks · Outdoors · Nature · Beaches

Side Trips

Cabo Rojo

— 4 nights
Explore the numerous day-trip ideas around Cabo Rojo: Island Scuba (in Guanica) and La Parguera (in Lajas).

Plan a Cabo Rojo trip in moments using our itinerary builder.

Getting from Aguadilla to Cabo Rojo by car takes about an hour. Traveling from Aguadilla in May, expect somewhat warmer with lows of 80°F in Cabo Rojo. Finish your sightseeing early on the 5th (Wed) so you can drive to Ponce.

Things to do in Cabo Rojo

Outdoors · Parks · Beaches · Neighborhoods

Side Trips

Ponce

— 5 nights
Ponce is both a city and a municipality in the southern part of Puerto Rico. Change things up with these side-trips from Ponce: Horseback Riding Tours (in Utuado), Sandra Farms Coffee (in Adjuntas) and Cana Gorda Beach (in Playa de Guanica). There's much more to do: take an in-depth tour of Museo de Arte de Ponce, don't miss a visit to Plaza Las Delicias, enjoy the sand and surf at La Guancha, and admire the striking features of Casa Wiechers-Villaronga.

For where to stay, more things to do, photos, and more tourist information, read our Ponce online day trip planner.

You can drive from Cabo Rojo to Ponce in an hour. Traveling from Cabo Rojo in May, expect Ponce to be slightly colder, temps between 83°F and 74°F. Cap off your sightseeing on the 10th (Mon) early enough to go by car to Orocovis.

Things to do in Ponce

Parks · Outdoors · Nature · Museums

Side Trips

Orocovis

— 4 nights
Orocovis is a municipality of Puerto Rico located in the Central Mountain Range, north of Villalba and Coamo; south of Morovis and Corozal; southeast of Ciales; east of Jayuya; and west of Barranquitas. Change things up with these side-trips from Orocovis: Manati (Playa Los Tubos & Playa La Cueva Las Golondrinas), Museo del Cafe (in Ciales) and Parroquia Nuestra Senora Del Rosario (in Vega Baja). The adventure continues: play a few rounds at Bahia Beach Plantation, make a trip to Miradero Villalba-Orocovis, take in the dramatic scenery at Catarata Chorro de Dona Juana, and see some colorful creatures with Casa del Mar Dive Center.

To find other places to visit, ratings, maps, and other tourist information, use the Orocovis online route maker.

Getting from Ponce to Orocovis by car takes about 1.5 hours. In May in Orocovis, expect temperatures between 83°F during the day and 74°F at night. Finish your sightseeing early on the 14th (Fri) to allow enough time to travel back home.

Things to do in Orocovis

Outdoors · Parks · Beaches · Golf

Side Trips

Puerto Rico travel guide

4.5
Historic Walking Areas · Beaches · Forests
A U.S. territory encompassing one big island and several smaller ones, Puerto Rico appeals to visitors from around the globe with its rich history, pleasant climate, natural beauty, and renowned local cuisine. Most tourists take a vacation in Puerto Rico for that classic seaside experience, though the island offers much more than just sun and sand. Tours of Puerto Rico usually start in the city of San Juan, which boasts a trendy bar scene and plenty of art museums for visitors looking to add a bit of culture to their vacation. A short drive from the island's urban centers, pristine rainforests serve as peaceful retreats from the city bustle and ensure plenty of chances to spot wildlife and take exhilarating nature walks.