11 days in San Jose, San Juan & Havana Itinerary

11 days in San Jose, San Juan & Havana Itinerary

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Route & dates

11 days in San Jose, San Juan & Havana Itinerary

Start: Los Angeles, United States
Fly:  9 h
1
San Jose, Costa Rica
— 3 nights
Fly:  9 h
2
San Juan, Puerto Rico
— 2 nights
Drive + Fly:  7 h 30 min
3
Havana, Cuba
— 3 nights
Fly:  10 h 30 min
End: Los Angeles, United States

3
nights
San Jose, Costa Rica

San Jose ©
A trip to San Jose, the capital, commercial center, and cultural hub of Costa Rica, gives you a chance to experience the lively atmosphere and rich cultural past of this vibrant country.
Step off the beaten path and head to Ruins of Iglesia de Nuestra Senora de la Limpia Concepcion and Juan Santamaria Historical Cultural Museum. Get some cultural insight at Santuario Nacional Nuestra Senora de Los Angeles and Ruins of the Church of Carthage. There's lots more to do: hit the best photo ops around with an inspiring photography tour, contemplate in the serene atmosphere at Metropolitan Church (Catedral Metropolitana), get engrossed in the history at Jade Museum, and take a memorable drive along Top Travel Costa Rica.

To find more things to do, photos, reviews, and more tourist information, go to the San Jose journey website .

Los Angeles, USA to San Jose is an approximately 9-hour flight. You can also drive; or take a bus. You'll lose 2 hours traveling from Los Angeles to San Jose due to the time zone difference. In June, daytime highs in San Jose are 81°F, while nighttime lows are 67°F. Wrap up your sightseeing on the 5th (Sat) to allow time to travel to San Juan.

Things to do in San Jose

Historic Sites Tours Museums

Side Trips

Cartago, Juan Santamaria Historical Cultural Museum, Ruins of Iglesia de Nuestra Senora de la Limpia Concepcion
Highlights from your plan
Jade Museum ©
Jade Museum

2
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Relax by the water at Playa Vega Baja and Playa Mar Chiquita. You'll discover tucked-away gems like Paseo de la Princesa and Balneario Luquillo. Change things up with a short trip to Monserrate Beach in Luquillo (about 50 minutes away). Next up on the itinerary: explore the different monuments and memorials at Santa Maria Magdalena de Pazzis Cemetery, get a new perspective on things with Boat Tours & Water Sports, appreciate the history behind Paseo de los Presidentes, and admire the striking features of The Capitol of Puerto Rico.

To see more things to do, traveler tips, other places to visit, and tourist information, read our San Juan trip itinerary maker site .

Getting from San Jose to San Juan by flight takes about 9 hours. The time zone difference when traveling from San Jose to San Juan is 2 hours. In June, San Juan is somewhat warmer than San Jose - with highs of 89°F and lows of 78°F. Wrap up your sightseeing on the 8th (Tue) early enough to travel to Havana.

Things to do in San Juan

Outdoors Parks Beaches

Side Trips

Luquillo, Playa Vega Baja, Playa Mar Chiquita
Highlights from your plan
Playa Vega Baja ©
Playa Vega Baja
Playa Mar Chiquita ©
Playa Mar Chiquita
Paseo de la Princesa ©
Paseo de la Princesa

3
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Get a sense of the local culture at Malecón of Havana and Vedado. You'll explore the less-touristy side of things at Coral Beach - Playa Coral and Playa Mal Tiempo. Change things up with a short trip to Cardenas Cathedral in Cardenas (about 1h 45 min away). Next up on the itinerary: see the interesting displays at Museo Napoleonico, contemplate the long history of Castillo de la Real Fuerza, take an in-depth tour of Museo de las Telecomunicaciones de la Habana "ETECSA", and appreciate the history behind Neptune Statue.

To find reviews, traveler tips, and tourist information, read Havana trip planner .

You can do a combination of car and flight from San Juan to Havana in 7.5 hours. Another option is to fly. Traveling from San Juan to Havana, you'll gain 1 hour due to the time zone difference. Plan for little chillier nights when traveling from San Juan in June since evenings lows in Havana dip to 72°F. Wrap up your sightseeing on the 12th (Sat) early enough to travel back home.

Things to do in Havana

Historic Sites Outdoors Parks

Side Trips

Coral Beach - Playa Coral, Cardenas Cathedral, Playa Mal Tiempo
Highlights from your plan
Coral Beach - Playa Coral ©
Coral Beach - Playa Coral
Palacio De Los Capitanes Generales ©
Palacio De Los Capitanes Generales

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