16 days in Puerto Rico, Dominican Republic & Cuba Itinerary

16 days in Puerto Rico, Dominican Republic & Cuba Itinerary

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Route & dates

16 days in Puerto Rico, Dominican Republic & Cuba Itinerary

Start: Dublin, Ireland
Fly:  17​h
1
San Juan, Puerto Rico
— 3 nights
Fly:  30​min
2
Culebra, Puerto Rico
— 4 nights
Fly:  3​h 30​min
3
Punta Cana, Dominican Republic
— 3 nights
shuttle:  2​h 30​min
4
Santo Domingo, Dominican Republic
— 2 nights
Fly:  4​h 30​min
5
Havana, Cuba
— 2 nights
Fly:  15​h
End: Dublin, Ireland

3
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Old San Juan and La Fortaleza - Palacio de Santa Catalina will appeal to history buffs. Get outdoors at El Yunque Rain Forest and Pine Grove Beach. There's still lots to do: appreciate the extensive heritage of Sitio Histórico de San Juan, get a sense of history and politics at The Capitol of Puerto Rico, and explore the world behind art at Museo de Arte de Puerto Rico.

Use Inspirock's suggestions to plan your San Juan trip and find the best activities and attractions for your vacation.

Dublin, Ireland to San Juan is an approximately 15.5-hour flight. You can also do a combination of flight and car; or do a combination of flight and shuttle. The time zone changes from Greenwich Mean Time to Atlantic Standard Time, which is usually a -4 hour difference. Plan for warmer temperatures traveling from Dublin in June, with highs in San Juan at 89°F and lows at 78°F. Wrap up your sightseeing on the 25th (Thu) to allow time to fly to Culebra.

Things to do in San Juan

Parks Nature Historic Sites

Side Trips

Pine Grove Beach, El Yunque Rain Forest
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

4
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.
You'll get in some beach time at Flamenco Beach and Carlos Rosario Beach. Visiting Zoni Beach and Culebrita Island will get you outdoors. And it doesn't end there: enjoy the sand and surf at Playa Punta Soldado Beach, enjoy the sea views from Culebrita Lighthouse, stroll through Culebra National Wildlife Refuge, and stop by Zinkowski Art Studio.

To find traveler tips, other places to visit, where to stay, and more tourist information, use the Culebra journey planner .

Culebra is just a short distance from San Juan. June in Culebra sees daily highs of 89°F and lows of 79°F at night. Cap off your sightseeing on the 29th (Mon) early enough to travel to Punta Cana.

Things to do in Culebra

Parks Outdoors Beaches
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

3
nights
Punta Cana, Dominican Republic

Punta Cana ©
In an area boasting beaches that face both the Atlantic Ocean and the Caribbean Sea, vacations in Punta Cana have been popular with tourists since the early 1970s.
Start off your visit on the 30th (Tue): look for gifts at Coralina Tropical Shop, tour the water at your own pace with El Tour Caribe, and then stroll through Bavaro Beach. On the next day, take a tour by water with Boat Tours & Water Sports, then tour the pleasant surroundings at Macao Beach, and then stop by HARRISON'S Fine Caribbean Jewelers.

To find where to stay, other places to visit, ratings, and other tourist information, read Punta Cana trip maker tool .

Traveling by flight from Culebra to Punta Cana takes 4 hours. Alternatively, you can do a combination of flight and shuttle; or do a combination of ferry, shuttle, and flight. In June, daily temperatures in Punta Cana can reach 87°F, while at night they dip to 76°F. Wrap up your sightseeing on the 2nd (Thu) to allow time to take a shuttle to Santo Domingo.

Things to do in Punta Cana

Outdoors Tours Wildlife
Highlights from your plan
Bavaro Beach ©
Bavaro Beach
Swim with Dolphins
Macao Beach ©
Macao Beach

2
nights
Santo Domingo, Dominican Republic

Santo Domingo
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Kick off your visit on the 2nd (Thu): explore the historical opulence of Alcazar de Colon, then contemplate the long history of Fortaleza Ozama, and then contemplate in the serene atmosphere at Catedral Primada de America. On the 3rd (Fri), you'll have a packed day of sightseeing: get a sense of history and politics at National Palace and then make a trip to Zona Colonial.

To see maps, more things to do, other places to visit, and other tourist information, use the Santo Domingo sightseeing planning website .

Traveling by shuttle from Punta Cana to Santo Domingo takes 2 hours. Alternatively, you can drive; or take a bus. Finish your sightseeing early on the 4th (Sat) to allow enough time to travel to Havana.

Things to do in Santo Domingo

Historic Sites
Highlights from your plan
Catedral Primada de America
Catedral Primada de America
Alcazar de Colon ©
Alcazar de Colon
Zona Colonial ©
Zona Colonial

2
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Malecón of Havana and Fortaleza de San Carlos de la Cabana will appeal to history buffs. Your cultural itinerary includes sights like Old Havana and Old Square (Plaza Vieja). There's much more to do: don't miss a visit to Plaza de la Catedral, stroll the grounds of Christopher Columbus Cemetery (Cemetario de Colon), contemplate the long history of Castillo de la Real Fuerza, and admire the landmark architecture of Casa de la Amistad.

To see ratings, traveler tips, photos, and other tourist information, use the Havana visit planning app .

Getting from Santo Domingo to Havana by flight takes about 3 hours. The time zone difference when traveling from Santo Domingo to Havana is minus 1 hour. July in Havana sees daily highs of 90°F and lows of 72°F at night. Cap off your sightseeing on the 6th (Mon) early enough to travel back home.

Things to do in Havana

Historic Sites Neighborhoods
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Old Square (Plaza Vieja) ©
Old Square (Plaza Vieja)

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