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

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 pause for some serene contemplation at Our Lady of Sorrows Catholic Church.

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

Cabo Rojo — 5 nights

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

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 · Beaches · Nature
Side Trips

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 much more to do: kick back and relax at Jobos Beach, tour the pleasant surroundings at Montones Beach, contemplate the waterfront views at Camuy River (Rio Camuy), and don't miss a visit to Monumento al Cacique Mabodamaca.

To find where to stay, other places to visit, traveler tips, and more tourist information, go to the Isabela trip itinerary planner.

Traveling by car from Cabo Rojo to Isabela takes 1.5 hours. Traveling from Cabo Rojo in June, expect little chillier with lows of 75°F in Isabela. Finish your sightseeing early on the 28th (Tue) so you can drive to Utuado.
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Parks · Outdoors · Beaches · Wildlife
Side Trips

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 Cueva del Indio (in Arecibo) and Ponce (La Guancha de Ponce, Museo de Arte de Ponce, &more). 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

Isla de Vieques — 7 nights

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

Culebra — 6 nights

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

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

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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