20 days in Puerto Rico, San Jose & San Francisco Itinerary

20 days in Puerto Rico, San Jose & San Francisco Itinerary

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Route & dates

20 days in Puerto Rico, San Jose & San Francisco Itinerary

Start: Puerto Vallarta, Mexico
Fly:  12​h
1
San Juan, Puerto Rico
— 3 nights
Fly:  30​min
2
Culebra, Puerto Rico
— 3 nights
Fly + Drive:  2​h 15​min
3
Isla de Vieques, Puerto Rico
— 3 nights
Fly:  2​h 45​min
4
Isabela, Puerto Rico
— 1 night
Drive:  2​h
5
Ponce, Puerto Rico
— 2 nights
Drive:  2​h 30​min
6
El Yunque National Forest, Puerto Rico
— 2 nights
Fly:  13​h 15​min
7
San Jose, United States
— 1 day
Drive:  1​h
8
San Francisco, United States
— 5 nights
Fly:  6​h 30​min
End: Puerto Vallarta, Mexico

3
nights
San Juan, Puerto Rico

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Step out of San Juan to go to Luquillo and see Luquillo Beach, which is approximately 46 minutes away. The adventure continues: kick back and relax at Condado Beach, pause for some photo ops at Paseo de los Presidentes, pause for some serene contemplation at Catedral Metropolitana Basilica de San Juan Bautista, and contemplate the long history of Old San Juan.

To see where to stay, maps, ratings, and other tourist information, you can read our San Juan trip maker website .

Puerto Vallarta, Mexico to San Juan is an approximately 12-hour flight. You can also do a combination of bus and flight; or do a combination of flight and car. The time zone difference moving from Central Standard Time (CST) to Atlantic Standard Time (AST) is 2 hours. Traveling from Puerto Vallarta in December, plan for a bit warmer nights in San Juan, with lows around 28°C. Wrap up your sightseeing on the 4th (Wed) early enough to fly to Culebra.

Things to do in San Juan

Outdoors Beaches Parks

Side Trip

Luquillo Beach
Find places to stay Dec 1 — 4:
Highlights from your plan
Food Tours
Condado Beach ©
Condado Beach
Old San Juan ©
Old San Juan

3
nights
Culebra, Puerto Rico

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, wildlife, nature, outdoors, and adventure. Your plan includes some of its best attractions: tour the pleasant surroundings at Flamenco Beach, kick back and relax at Playa Punta Soldado Beach, browse the collection at Culebra Public Library, and step off the mainland to explore Culebrita Island.

To find reviews, maps, more things to do, and other tourist information, go to the Culebra trip planner .

Culebra is just a short distance from San Juan. December in Culebra sees daily highs of 34°C and lows of 28°C at night. Finish your sightseeing early on the 7th (Sat) so you can travel to Isla de Vieques.

Things to do in Culebra

Parks Beaches Outdoors
Find places to stay Dec 4 — 7:
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

3
nights
Isla de Vieques, Puerto Rico

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, wildlife, and nightlife. Your plan includes some of its best attractions: stroll through Sun Bay Beach, kick back and relax at La Chiva, have fun at Vieques Gun Club & Sporting Clays, and take a leisurely stroll along Mosquito Pier.

To see photos, more things to do, other places to visit, and other tourist information, use the Isla de Vieques trip itinerary builder tool .

Traveling by combination of flight and car from Culebra to Isla de Vieques takes 2.5 hours. Alternatively, you can ride a ferry. In December, daytime highs in Isla de Vieques are 34°C, while nighttime lows are 28°C. Finish your sightseeing early on the 10th (Tue) so you can travel to Isabela.

Things to do in Isla de Vieques

Parks Beaches Outdoors
Find places to stay Dec 7 — 10:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Media Luna Beach ©
Media Luna Beach

1
night
Isabela, Puerto Rico

Isabela ©
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. Start off your visit on the 11th (Wed): steep yourself in history at Ermita San Antonio De Padua De La Tuna, kick back and relax at Jobos Beach, and then enjoy the sand and surf at La Poza De Las Golondrinas.

To find maps, where to stay, and tourist information, go to the Isabela trip planner .

Getting from Isla de Vieques to Isabela by flight takes about 3 hours. Other options: do a combination of ferry and car; or do a combination of ferry, shuttle, and car. In December in Isabela, expect temperatures between 34°C during the day and 25°C at night. Finish up your sightseeing early on the 11th (Wed) so you can go by car to Ponce.

Things to do in Isabela

Beaches Outdoors Parks
Find places to stay Dec 10 — 11:
Highlights from your plan
Jobos Beach ©
Jobos Beach
Ermita San Antonio De Padua De La Tuna ©

2
nights
Ponce, Puerto Rico

Ponce ©
Ponce is both a city and a municipality in the southern part of Puerto Rico. Kick off your visit on the 12th (Thu): get engrossed in the history at Museo de Arte de Ponce, see the interesting displays at El Museo Castillo Serralles, and then take in the pleasant sights at Macromural Brisa Tropical. Get ready for a full day of sightseeing on the next day: admire the landmark architecture of Casa Wiechers-Villaronga, tee off at Costa Caribe Golf & Country Club, and then take a stroll through San German.

For reviews, traveler tips, photos, and tourist information, refer to the Ponce trip itinerary planner.

Getting from Isabela to Ponce by car takes about 2 hours. In December, plan for daily highs up to 31°C, and evening lows to 24°C. Finish your sightseeing early on the 13th (Fri) so you can drive to El Yunque National Forest.

Things to do in Ponce

Museums Outdoors Golf

Side Trips

San German, Macromural Brisa Tropical
Find places to stay Dec 11 — 13:
Highlights from your plan
Museo de Arte de Ponce ©
Museo de Arte de Ponce
Costa Caribe Golf & Country Club ©
Costa Caribe Golf & Country Club
San German ©
San German

2
nights
El Yunque National Forest, Puerto Rico

El Yunque National Forest ©
Kick off your visit on the 14th (Sat): take a peaceful walk through Bosque Nacional El Yunque, then take a peaceful walk through El Yunque Rain Forest, and then look for gifts at Monkey Threads.

To find maps, traveler tips, more things to do, and other tourist information, go to the El Yunque National Forest trip itinerary planning site .

Traveling by car from Ponce to El Yunque National Forest takes 2.5 hours. Alternatively, you can take a shuttle; or do a combination of car and flight. In December, plan for daily highs up to 34°C, and evening lows to 28°C. Finish your sightseeing early on the 15th (Sun) so you can travel to San Jose.

Things to do in El Yunque National Forest

Nature Parks Wildlife

Side Trips

Monkey Threads, Bosque Nacional El Yunque
Find places to stay Dec 13 — 15:
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Bosque Nacional El Yunque ©
Bosque Nacional El Yunque
Monkey Threads ©
Monkey Threads

1
day
San Jose, United States

San Jose ©
The metropolitan center of Silicon Valley, San Jose considers itself a global city.
Kick off your visit on the 15th (Sun): trek along Limekiln Trail and then take a peaceful walk through Guadalupe Oak Grove Park.

To find more things to do, traveler tips, where to stay, and other tourist information, refer to the San Jose trip planner .

Getting from El Yunque National Forest to San Jose by flight takes about 13.5 hours. Other options: do a combination of flight and train; or do a combination of shuttle and flight. You'll gain 4 hours traveling from El Yunque National Forest to San Jose due to the time zone difference. Plan for cooler temperatures traveling from El Yunque National Forest in December, with highs in San Jose at 19°C and lows at 5°C. Finish your sightseeing early on the 15th (Sun) to allow enough time to drive to San Francisco.

Things to do in San Jose

Parks Trails Outdoors

Side Trip

Limekiln Trail
Find places to stay Dec 15 — 16:
Highlights from your plan
Guadalupe Oak Grove Park ©
Guadalupe Oak Grove Park

5
nights
San Francisco, United States

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
San Francisco is known for nature, museums, parks, nightlife, and shopping. Your plan includes some of its best attractions: contemplate the long history of Golden Gate Bridge, buy something for everyone on your list at Ferry Building Marketplace, take a leisurely stroll along Fisherman's Wharf, and take some stellar pictures from Twin Peaks.

For traveler tips, other places to visit, where to stay, and tourist information, read our San Francisco journey planner .

Traveling by car from San Jose to San Francisco takes an hour. Alternatively, you can take a bus; or do a combination of bus and subway. December in San Francisco sees daily highs of 17°C and lows of 8°C at night. Wrap up your sightseeing on the 20th (Fri) early enough to travel back home.

Things to do in San Francisco

Parks Museums Childrens Museums
Find places to stay Dec 15 — 20:
Highlights from your plan
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island
Fisherman's Wharf ©
Fisherman's Wharf

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