42 days in Puerto Rico Itinerary

42 days in Puerto Rico Itinerary

Created using Inspirock Puerto Rico holiday planner
Make it your trip
Fly
1
San Juan
— 9 nights
Fly
2
Cabo Rojo
— 5 nights
Drive
3
Isabela
— 5 nights
Drive
4
Utuado
— 4 nights
Fly
5
Isla de Vieques
— 7 nights
Fly
6
Culebra
— 6 nights
Fly
7
El Yunque National Forest
— 5 nights
+2
Drive to Luis Munoz Marin International Airport, Fly to Logan International Airport, Drive to Portsmouth

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San Juan — 9 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.
Change things up with these side-trips from San Juan: Playa Luquillo (in Luquillo), Caguas Tourism Office (in Caguas) and Zipline (in Rio Grande). Make the 18th (Sat) a memorable day with a climbing tour. Spend the 14th (Tue) peacefully gliding across the water with some of the best stand-up paddleboarding in the area. The adventure continues: appreciate the extensive heritage of Old San Juan, enjoy the sand and surf at Carolina Beach, steep yourself in history at Sitio Histórico de San Juan, and explore the different monuments and memorials at Santa Maria Magdalena de Pazzis Cemetery.

Plan a San Juan trip in moments using our itinerary builder.

Portsmouth, USA to San Juan is an approximately 7-hour flight. The time zone changes from Eastern Standard Time (EST) to Atlantic Standard Time (AST), which is usually a 1 hour difference. While traveling from Portsmouth, expect somewhat warmer days and much warmer nights in San Juan, ranging from highs of 89°F to lows of 78°F. Finish your sightseeing early on the 18th (Sat) to allow enough time to fly to Cabo Rojo.
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Outdoors · Tours · Parks · Beaches
Side Trips
Find places to stay Jun 9 — 18:
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Cabo Rojo — 5 nights

Explore the numerous day-trip ideas around Cabo Rojo: Cana Gorda Beach (in Playa de Guanica), Isla Mata La Gata (in La Parguera) and Guanica (Bosque Estatal de Guanica & Island Scuba).

To find reviews, maps, other places to visit, and other tourist information, read Cabo Rojo trip planner.

Getting from San Juan to Cabo Rojo by flight takes about 2.5 hours. Other options: drive; or do a combination of shuttle and car. In June in Cabo Rojo, expect temperatures between 89°F during the day and 81°F at night. Finish your sightseeing early on the 23rd (Thu) to allow enough time to drive to Isabela.
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Parks · Outdoors · Nature · Beaches
Side Trips
Find places to stay Jun 18 — 23:
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Isabela — 5 nights

Isabela is a municipality of Puerto Rico (U.S.) located in the north-western region of the island, north of San Sebastián; west of Quebradillas; and east of Aguadilla and Moca. Explore the numerous day-trip ideas around Isabela: Best Charters (in Aguadilla) and Rincon (Balneario of Rincon, Tres Palmas Marine Reserve, &more). There's lots more to do: kick back and relax at Jobos Beach, admire the sheer force of Catarata Gozalandia, stroll through Playa Crashboat, and contemplate the waterfront views at Camuy River (Rio Camuy).

To find maps, photos, reviews, and other tourist information, refer to the Isabela driving holiday planner.

Traveling by car from Cabo Rojo to Isabela takes 1.5 hours. Expect slightly colder evenings in Isabela when traveling from Cabo Rojo in June, with lows around 75°F. Finish up your sightseeing early on the 28th (Tue) so you can go by car to Utuado.
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Parks · Outdoors · Beaches · Wildlife
Side Trips
Find places to stay Jun 23 — 28:
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Utuado — 4 nights

Utuado is a municipality of Puerto Rico located in the central mountainous region of the island known as La Cordillera Central. Venture out of the city with trips to Ponce (La Guancha de Ponce, Museo de Arte de Ponce, &more) and Cueva del Indio (in Arecibo). And it doesn't end there: don't miss a visit to Aventura Cueva Ventana, take a pleasant ride with a tour on horseback, and relax and float downstream with a rafting and tubing tour.

To see photos, reviews, ratings, and other tourist information, read our Utuado online tour itinerary builder.

Traveling by car from Isabela to Utuado takes 1.5 hours. In June, daytime highs in Utuado are 83°F, while nighttime lows are 76°F. Wrap up your sightseeing on the 2nd (Sat) to allow time to fly to Isla de Vieques.
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Outdoors · Parks · Museums · Adventure
Side Trips
Find places to stay Jun 28 — Jul 2:
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Isla de Vieques — 7 nights

Isla Nena

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 beaches, nature, and adventure. Your trip includes some of its best attractions: enjoy the sand and surf at Balneario Sun Bay, tour the pleasant surroundings at Playa Media Luna, find your balance on the water with some of the best stand-up paddleboarding in the area, and trot along with a tour on horseback.

To see traveler tips, more things to do, other places to visit, and tourist information, you can read our Isla de Vieques day trip tool.

You can fly from Utuado to Isla de Vieques in 2.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of car, bus, taxi, and ferry. In July, daytime highs in Isla de Vieques are 88°F, while nighttime lows are 79°F. Finish your sightseeing early on the 9th (Sat) so you can fly to Culebra.
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Parks · Outdoors · Beaches · Wildlife
Find places to stay Jul 2 — 9:
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Culebra — 6 nights

Little Island

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, and outdoors. Your trip includes some of its best attractions: kick back and relax at Flamenco Beach, take a tour by water with Boat Tours & Water Sports, tour the pleasant surroundings at Culebra National Wildlife Refuge, and step off the mainland to explore Culebrita.

To see other places to visit, where to stay, photos, and more tourist information, go to the Culebra trip maker.

Traveling by flight from Isla de Vieques to Culebra takes 3.5 hours. Alternatively, you can ride a ferry. July in Culebra sees daily highs of 90°F and lows of 80°F at night. Finish your sightseeing early on the 15th (Fri) so you can fly to El Yunque National Forest.
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Parks · Outdoors · Beaches · Nature
Find places to stay Jul 9 — 15:
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El Yunque National Forest — 5 nights

Change things up with these side-trips from El Yunque National Forest: Fajardo (Reserva Natural Cabezas de San Juan, Kayaking & Canoeing, &more) and Isla Palominos (in Las Croabas). Make the 17th (Sun) an awe-inspiring day at El Yunque National Forest.

For reviews and other tourist information, refer to the El Yunque National Forest online travel planner.

You can fly from Culebra to El Yunque National Forest in 2 hours. Alternatively, you can do a combination of ferry and car. In July, daytime highs in El Yunque National Forest are 89°F, while nighttime lows are 78°F. Wrap up your sightseeing by early afternoon on the 20th (Wed) to allow enough time to fly back home.
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Parks · Nature · Wildlife · Outdoors
Side Trip
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Puerto Rico travel guide

4.5
Historic Walking Areas · Beaches · Kayaking & Canoeing
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.
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