39 days in Puerto Rico Itinerary

39 days in Puerto Rico Itinerary

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Route & dates

39 days in Puerto Rico Itinerary

Start: San Juan
Fly:  30​min
1
Culebra
— 5 nights
Fly + Drive:  30​min
2
Isla de Vieques
— 10 nights
Fly:  30​min
3
San Juan
— 13 nights
Drive:  1​h 15​min
4
Lares
— 5 nights
Drive:  1​h 45​min
5
Dorado
— 5 nights
Drive:  45​min
End: San Juan

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, adventure, nature, museums, and nightlife. Your plan includes some of its best attractions: stroll through Flamenco Beach, enjoy the sand and surf at Brava Beach, enjoy the sea views from Culebrita Lighthouse, and step off the mainland to explore Culebrita Island.

To find ratings, where to stay, other places to visit, and tourist information, you can read our Culebra trip planner.

San Juan to Culebra is an approximately half hour flight. You can also do a combination of taxi and flight. Expect a daytime high around 36°C in June, and nighttime lows around 30°C. Wrap up your sightseeing by early afternoon on the 28th (Wed) to allow time for travel to Isla de Vieques.

Things to do in Culebra

Parks Outdoors Beaches
Find places to stay Jun 23 — 28:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Culebrita Island ©
Culebrita Island
Zoni Beach ©
Zoni Beach

10
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, adventure, sightseeing, and museums. Your plan includes some of its best attractions: explore the activities along Sun Bay, enjoy the sand and surf at Secret Beach, stroll through Caracas Beach, and discover the deep blue sea with a scuba or snorkeling tour.

To find other places to visit, reviews, and more tourist information, use the Isla de Vieques trip generator.

Isla de Vieques is just a short distance from Culebra. June in Isla de Vieques sees daily highs of 36°C and lows of 30°C at night. Wrap up your sightseeing on the 8th (Sat) early enough to travel to San Juan.

Things to do in Isla de Vieques

Outdoors Parks Beaches
Find places to stay Jun 28 — Jul 8:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge
Media Luna Beach ©
Media Luna Beach

13
nights
San Juan

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Venture out of the city with trips to Carabali Rainforest Park (in Luquillo), Scuba & Snorkeling (in Fajardo) and El Yunque National Forest (The El Yunque Rain Forest & Luquillo Beach). There's lots more to do: steep yourself in history at Old San Juan, enjoy the sand and surf at Carolina Beach, stroll through Condado Beach, and admire the masterpieces at Museo De Arte De Puerto Rico.

To find where to stay, ratings, and tourist information, you can read our San Juan vacation trip planner.

San Juan is just a stone's throw from Isla de Vieques. Expect a daytime high around 37°C in July, and nighttime lows around 30°C. Cap off your sightseeing on the 21st (Fri) early enough to go by car to Lares.

Things to do in San Juan

Outdoors Parks Beaches

Side Trips

Fajardo, Luquillo, Carolina, El Yunque Rain Forest
Find places to stay Jul 8 — 21:
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Old San Juan ©
Old San Juan
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan

5
nights
Lares

Lares ©
To most Puerto Ricans, Lares remains best known as the site of an 1868 uprising against the rule of Spain.
Change things up with these side-trips from Lares: Palacete Los Moreau (in Moca), Ponce (Plaza of Delights (Plaza de las Delicias), Parque de Bombas, & more) and Aguadilla (Crashboat Beach, Ice Skating, & more). Next up on the itinerary: Head underground at Rio Camuy Cave Park (Parque de las Cavernas del Rio Camuy), tour the pleasant surroundings at Cana Gorda Beach, and enjoy the sand and surf at Jobos Beach.

To see other places to visit, more things to do, maps, and tourist information, read Lares itinerary maker.

You can drive from San Juan to Lares in 1.5 hours. In July, plan for daily highs up to 38°C, and evening lows to 31°C. Cap off your sightseeing on the 26th (Wed) early enough to travel to Dorado.

Things to do in Lares

Parks Nature Outdoors

Side Trips

Ponce, Aguadilla, Palacete Los Moreau, Cana Gorda Beach, Cueva del Indio
Find places to stay Jul 21 — 26:
Highlights from your plan
Museo de Arte de Ponce ©
Museo de Arte de Ponce
El Museo Castillo Serralles ©
El Museo Castillo Serralles

5
nights
Dorado

Dorado ©
Dorado is a town and municipality in the northern coast of Puerto Rico (U.S.), 15mi west of San Juan and is located in the northern region of the island, bordering the Atlantic Ocean, north of Toa Alta, east of Vega Alta, and west of Toa Baja. Venture out of the city with trips to Manati (Playa la Cueva las Golondrinas, Playa Mar Chiquita, & more), Cueva de la Mora (in Comerio) and Adrenaline & Extreme Tours (in Orocovis). And it doesn't end there: kick back and relax at Dorado Beach, play a few rounds at Dorado del Mar Golf Club, and relax and rejuvenate at some of the top local wellness centers.

For where to stay, traveler tips, ratings, and other tourist information, go to the Dorado trip itinerary builder.

Traveling by car from Lares to Dorado takes 1.5 hours. In July, daytime highs in Dorado are 37°C, while nighttime lows are 30°C. Finish up your sightseeing early on the 31st (Mon) so you can travel back home.

Things to do in Dorado

Outdoors Parks Beaches

Side Trips

Manati, Cueva de la Mora, Dorado Del Mar
Find places to stay Jul 26 — 31:
Highlights from your plan
Dorado Beach ©
Dorado Beach
Playa Mar Chiquita ©
Playa Mar Chiquita
Playa La Cueva Las Golondrinas ©
Playa La Cueva Las Golondrinas

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