58 days in Puerto Rico Itinerary

58 days in Puerto Rico Itinerary

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Route & dates

58 days in Puerto Rico Itinerary

Start: Tel Aviv
Fly:  23 h
1
San Juan
— 14 nights
Fly:  30 min
2
Isla de Vieques
— 10 nights
Drive + Fly:  30 min
3
Culebra
— 11 nights
Fly + Drive:  2 h 15 min
4
Aguadilla
— 11 nights
Drive:  1 h 15 min
5
Ponce
— 9 nights
Drive + Fly:  25 h
End: Tel Aviv

14
nights
San Juan

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Get out of town with these interesting San Juan side-trips: Carabali Rainforest Park (in Luquillo), Fajardo (Scuba & Snorkeling & Bioluminescent Bay) and El Yunque National Forest (The El Yunque Rain Forest, Luquillo Beach, & more). The adventure continues: contemplate the long history of Old San Juan, enjoy the sand and surf at Pine Grove Beach, admire the masterpieces at Museo De Arte De Puerto Rico, and get the adrenaline pumping with an extreme tour.

To see more things to do, ratings, other places to visit, and more tourist information, you can read our San Juan itinerary builder.

Tel Aviv, Israel to San Juan is an approximately 23-hour flight. The time zone changes from Israel Standard Time to Atlantic Standard Time, which is usually a -6 hour difference. In August, daily temperatures in San Juan can reach 37°C, while at night they dip to 30°C. Wrap up your sightseeing on the 2nd (Sat) early enough to travel to Isla de Vieques.

Things to do in San Juan

Outdoors Parks Beaches

Side Trips

Carolina, Luquillo, Fajardo, El Yunque National Forest
Find places to stay Aug 18 — Sep 2:
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

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 Navio Beach, take in the waterfront at Malecon, and stroll through Caracas Beach.

To see where to stay, maps, more things to do, and tourist information, refer to the Isla de Vieques custom trip planner.

Isla de Vieques is just a stone's throw from San Juan. In September in Isla de Vieques, expect temperatures between 36°C during the day and 29°C at night. Wrap up your sightseeing on the 12th (Tue) early enough to travel to Culebra.

Things to do in Isla de Vieques

Outdoors Parks Beaches
Find places to stay Sep 2 — 12:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge
Media Luna Beach ©
Media Luna Beach

11
nights
Culebra

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Spend the 18th (Mon) among aquatic life with a scuba or snorkeling tour. Next up on the itinerary: kick back and relax at Flamenco Beach, stroll through Playa Punta Soldado Beach, visit a coastal fixture at Culebrita Lighthouse, and add some adventure to your tour with a kayaking and canoeing tour.

For more things to do, photos, ratings, and other tourist information, read our Culebra trip planner.

Culebra is very close to Isla de Vieques. In September, daytime highs in Culebra are 36°C, while nighttime lows are 30°C. On the 23rd (Sat), you're off toAguadilla.

Things to do in Culebra

Outdoors Parks Beaches
Find places to stay Sep 12 — 23:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Culebrita Island ©
Culebrita Island
Zoni Beach ©
Zoni Beach

11
nights
Aguadilla

Aguadilla ©
Destroyed over the centuries by earthquakes and hurricanes, resilient Aguadilla now serves as one of Puerto Rico's top surfing destinations.
Get out of town with these interesting Aguadilla side-trips: Arecibo (Arecibo Lighthouse & Historical Park, La Cueva del Indio, & more), Rincon (Tres Palmas Marine Reserve, Sandy Beach, & more) and Plaza Colon (in Mayaguez). Next up on the itinerary: explore the fascinating underground world of Rio Camuy Cave Park (Parque de las Cavernas del Rio Camuy), kick back and relax at Jobos Beach, stroll through Penon Brusi/ Penon Amador, and get outside with Pozo de Jacinto.

To see traveler tips, photos, ratings, and more tourist information, read Aguadilla trip itinerary maker.

You can do a combination of flight and car from Culebra to Aguadilla in 2.5 hours. Another option is to do a combination of flight and taxi. In September, daily temperatures in Aguadilla can reach 36°C, while at night they dip to 28°C. Finish up your sightseeing early on the 4th (Wed) so you can go by car to Ponce.

Things to do in Aguadilla

Parks Outdoors Nature

Side Trips

Rincon, Isabela, Arecibo, Camuy, Plaza Colon
Find places to stay Sep 23 — Oct 4:
Highlights from your plan
Cueva del Indio ©
Cueva del Indio
Aventura Cueva Ventana ©
Aventura Cueva Ventana

9
nights
Ponce

Ponce ©
Ponce is both a city and a municipality in the southern part of Puerto Rico. Explore the numerous day-trip ideas around Ponce: Guanica Dry Forest (in Guanica), Playa Rosada (in La Parguera) and Adrenaline & Extreme Tours (in Orocovis). Spend the 13th (Fri) among aquatic life with a scuba or snorkeling tour. Next up on the itinerary: admire the masterpieces at Museo de Arte de Ponce, enjoy the sand and surf at Playa Sucia, see the interesting displays at Parque de Bombas, and stroll through Cana Gorda Beach.

For more things to do, photos, and more tourist information, read Ponce trip planner.

Traveling by car from Aguadilla to Ponce takes 1.5 hours. October in Ponce sees daily highs of 36°C and lows of 28°C at night. Wrap up your sightseeing on the 13th (Fri) to allow time to travel back home.

Things to do in Ponce

Parks Outdoors Beaches

Side Trips

Cabo Rojo, Guanica Dry Forest, Cana Gorda Beach, Las Cascadas De Aguadilla, Playa Rosada
Find places to stay Oct 4 — 13:
Highlights from your plan
Isla de Caja de Muertos ©
Isla de Caja de Muertos
Museo de Arte de Ponce ©
Museo de Arte de Ponce
El Museo Castillo Serralles ©
El Museo Castillo Serralles

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