16 days in Puerto Rico, Dominican Republic & Cuba Itinerary

16 days in Puerto Rico, Dominican Republic & Cuba Itinerary

Created using Inspirock Caribbean trip maker

Plan created by another user. Make it yours
1
San Juan, Puerto Rico
— 3 nights
2
Culebra, Puerto Rico
— 4 nights
3
Punta Cana, Dominican Republic
— 3 nights
4
Santo Domingo, Dominican Republic
— 2 nights
5
Havana, Cuba
— 2 nights

3
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Get some historical perspective at Old San Juan and Sitio Histórico de San Juan. Step out of the city life by going to El Yunque Rain Forest and Pine Grove Beach. The adventure continues: ponder the world of politics at La Fortaleza - Palacio de Santa Catalina, explore the world behind art at Museo de Arte de Puerto Rico, and admire the striking features of The Capitol of Puerto Rico.

For reviews, traveler tips, photos, and more tourist information, go to the San Juan trip planning site.

Dublin, Ireland to San Juan is an approximately 15.5-hour flight. You'll gain 4 hours traveling from Dublin to San Juan due to the time zone difference. Prepare for warmer weather when traveling from Dublin in June: high temperatures in San Juan hover around 89°F and lows are around 78°F. Finish up your sightseeing early on the 25th (Thu) so you can travel to Culebra.

Things to do in San Juan

Parks · Historic Sites · Nature

Side Trips

Pine Grove Beach, El Yunque Rain Forest
Find places to stay Jun 22 — 25:
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. Escape the urban bustle at Zoni Beach and Culebrita Island. Next up on the itinerary: enjoy the sand and surf at Tamarindo Beach, get lost in a book at Culebra Public Library, stroll through Culebra National Wildlife Refuge, and visit a coastal fixture at Culebrita Lighthouse.

To see traveler tips, reviews, and more tourist information, refer to the Culebra trip itinerary builder site.

Traveling by flight from San Juan to Culebra takes 2 hours. Alternatively, you can do a combination of car and ferry; or do a combination of shuttle and ferry. In June, daily temperatures in Culebra can reach 89°F, while at night they dip to 79°F. Finish up your sightseeing early on the 29th (Mon) so you can travel to Punta Cana.

Things to do in Culebra

Parks · Beaches · Outdoors
Find places to stay Jun 25 — 29:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach
Culebrita Island ©
Culebrita Island

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, then tour the water at your own pace with El Tour Caribe, and then kick back and relax at Bavaro Beach. Here are some ideas for day two: get a new perspective on things with Boat Tours & Water Sports, kick back and relax at Macao Beach, and then stop by HARRISON'S Fine Caribbean Jewelers.

For where to stay, photos, and other tourist information, read Punta Cana driving holiday planner.

Getting from Culebra to Punta Cana by flight takes about 6.5 hours. Other options: do a combination of ferry, taxi, and bus; or do a combination of ferry, taxi, shuttle, and bus. 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) early enough to take a shuttle to Santo Domingo.

Things to do in Punta Cana

Outdoors · Tours · Wildlife
Find places to stay Jun 29 — Jul 2:
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.
Start off your visit on the 2nd (Thu): step into the grandiose world of Alcazar de Colon and then contemplate the long history of Fortaleza Ozama. Get ready for a full day of sightseeing on the 3rd (Fri): get a sense of history and politics at National Palace and then don't miss a visit to Zona Colonial.

To find photos, traveler tips, other places to visit, and other tourist information, read our Santo Domingo trip maker app.

Traveling by shuttle from Punta Cana to Santo Domingo takes 2 hours. Alternatively, you can drive; or fly. Finish up your sightseeing early on the 4th (Sat) so you can travel to Havana.

Things to do in Santo Domingo

Historic Sites
Find places to stay Jul 2 — 4:
Highlights from your plan
Alcazar de Colon ©
Alcazar de Colon
Zona Colonial ©
Zona Colonial
Fortaleza Ozama ©
Fortaleza Ozama

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.
Satisfy your inner culture vulture at Malecón of Havana and Old Havana. Popular historic sites such as Fortaleza de San Carlos de la Cabana and El Morro are in your itinerary. The adventure continues: don't miss a visit to Old Square (Plaza Vieja), take a stroll through Christopher Columbus Cemetery (Cemetario de Colon), steep yourself in history at Castillo de la Real Fuerza, and admire the landmark architecture of Casa de la Amistad.

To find photos and other tourist information, read Havana trip itinerary planning tool.

Traveling by flight from Santo Domingo to Havana takes 5.5 hours. Due to the time zone difference, you'll gain 1 hour traveling from Santo Domingo to Havana. 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
Find places to stay Jul 4 — 6:
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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