27 days in Puerto Rico Itinerary

27 days in Puerto Rico Itinerary

Created using Inspirock Puerto Rico itinerary builder

Make it your trip
+2
Drive to Cincinnati Northern Kentucky International Airport, Fly to Luis Munoz Marin International Airport, Drive to El Yunque National Forest
1
El Yunque National Forest
— 4 nights
Fly
2
Culebra
— 5 nights
Fly to Vieques, Taxi to Isla de Vieques
3
Isla de Vieques
— 5 nights
Fly
4
San Juan
— 6 nights
Drive
5
Utuado
— 2 nights
Drive
6
Guanica
— 4 nights
+2
Drive to Luis Munoz Marin International Airport, Fly to Cincinnati Northern Kentucky International Airport, Drive to Dayton

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El Yunque National Forest

— 4 nights
Venture out of the city with trips to Fajardo (Laguna Grande Bioluminescent Bay, Kayaking & Canoeing, &more) and Isla Palominos (in Las Croabas). Make the 4th (Tue) an awe-inspiring day at El Yunque Rain Forest.

To see other places to visit, maps, reviews, and tourist information, you can read our El Yunque National Forest travel route planner.

Dayton, USA to El Yunque National Forest is an approximately 12-hour combination of car and flight. You'll lose 1 hour traveling from Dayton to El Yunque National Forest due to the time zone difference. When traveling from Dayton in May, plan for somewhat warmer days in El Yunque National Forest, with highs around 88°F, while nights are much warmer with lows around 76°F. Finish your sightseeing early on the 7th (Fri) to allow enough time to fly to Culebra.

Things to do in El Yunque National Forest

Parks · Nature · Wildlife · Tours

Side Trips

Find places to stay May 3 — 7:

Culebra

— 5 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 nature. Your plan includes some of its best attractions: enjoy the sand and surf at Flamenco Beach, head off the coast to Culebrita, tour the pleasant surroundings at Melones Beach, and soothe aching muscles at Culebra Yoga.

For more things to do, photos, traveler tips, and tourist information, refer to the Culebra trip planner.

Traveling by flight from El Yunque National Forest to Culebra takes 2 hours. Alternatively, you can do a combination of car and ferry. May in Culebra sees daily highs of 87°F and lows of 77°F at night. Finish your sightseeing early on the 12th (Wed) to allow enough time to travel to Isla de Vieques.

Things to do in Culebra

Parks · Outdoors · Beaches · Nature
Find places to stay May 7 — 12:

Isla de Vieques

— 5 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 wildlife. Your plan includes some of its best attractions: enjoy the sand and surf at Balneario Sun Bay, stroll through Caracas Beach, glide peacefully along the water with some of the best stand-up paddleboarding in the area, and take a pleasant ride with a tour on horseback.

To see other places to visit, traveler tips, maps, and more tourist information, read Isla de Vieques trip itinerary planner.

Do a combination of flight and taxi from Culebra to Isla de Vieques in 3.5 hours. Alternatively, you can do a combination of flight, car, and ferry; or ride a ferry. In May, daily temperatures in Isla de Vieques can reach 85°F, while at night they dip to 76°F. Wrap up your sightseeing on the 17th (Mon) to allow time to fly to San Juan.

Things to do in Isla de Vieques

Outdoors · Parks · Beaches · Tours
Find places to stay May 12 — 17:

San Juan

— 6 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.
Venture out of the city with trips to Luquillo (Monkey Threads, Luquillo Beach, &more). Make the 20th (Thu) a memorable day with a climbing tour. And it doesn't end there: appreciate the extensive heritage of Old San Juan, let your taste buds guide you at a local gastronomic tour, contemplate the long history of Sitio Histórico de San Juan, and tour the pleasant surroundings at Condado Beach.

For maps, more things to do, other places to visit, and more tourist information, you can read our San Juan trip itinerary planning site.

You can fly from Isla de Vieques to San Juan in 2 hours. Other options are to do a combination of ferry and car; or do a combination of ferry and shuttle. In May, plan for daily highs up to 88°F, and evening lows to 76°F. Cap off your sightseeing on the 23rd (Sun) early enough to go by car to Utuado.

Things to do in San Juan

Outdoors · Parks · Beaches · Tours

Side Trips

Find places to stay May 17 — 23:

Utuado

— 2 nights
Utuado is a municipality of Puerto Rico located in the central mountainous region of the island known as La Cordillera Central. Kick off your visit on the 24th (Mon): Head underground at Aventura Cueva Ventana and then Head underground at Cueva del Indio. Keep things going the next day: take in the architecture and atmosphere at Parroquia San Jose De La Montana, then explore the fascinating underground world of Parque Nacional de las Cavernas del Rio Camuy, and then take a pleasant ride with a tour on horseback.

To find other places to visit, photos, maps, and tourist information, you can read our Utuado day trip planning tool.

Drive from San Juan to Utuado in 1.5 hours. Alternatively, you can fly. While traveling from San Juan, expect slightly colder days and about the same nights in Utuado, ranging from highs of 83°F to lows of 74°F. Cap off your sightseeing on the 25th (Tue) early enough to go by car to Guanica.

Things to do in Utuado

Parks · Nature · Tours · Outdoors

Side Trips

Find places to stay May 23 — 25:

Guanica

— 4 nights
Guánica is a town and municipality in southern Puerto Rico (U.S.), bordering the Caribbean Sea, south of Sabana Grande, east of Lajas, and west of Yauco. Venture out of the city with trips to Ponce (Parque de Bombas, Museo de Arte de Ponce, &more). Next up on the itinerary: stroll through Bosque Estatal de Guanica, go for a walk through Macromural Brisa Tropical, discover the deep blue sea with Island Scuba, and enjoy the sand and surf at Cana Gorda Beach.

To find traveler tips, ratings, reviews, and tourist information, refer to the Guanica tour itinerary planner.

Traveling by car from Utuado to Guanica takes 1.5 hours. May in Guanica sees daily highs of 83°F and lows of 74°F at night. Wrap up your sightseeing on the 29th (Sat) early enough to travel back home.

Things to do in Guanica

Museums · Parks · Wildlife · Outdoors

Side Trips

Find places to stay May 25 — 29:

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.