18 days in Dominican Republic & Cuba Itinerary

18 days in Dominican Republic & Cuba Itinerary

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Route & dates

18 days in Dominican Republic & Cuba Itinerary

Start: Dubai, United Arab Emirates
Fly:  19​h
1
Santo Domingo, Dominican Republic
— 3 nights
Fly:  2​h 45​min
2
Havana, Cuba
— 5 nights
Drive:  2​h
3
Varadero, Cuba
— 1 night
Drive:  4​h
4
Trinidad, Cuba
— 2 nights
+6
Bus + Foot + Bus + Foot + Fly + Taxi + Shuttle:  13​h 45​min
5
Punta Cana, Dominican Republic
— 4 nights
Fly:  17​h
End: Dubai, United Arab Emirates

3
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.
Santo Domingo is known for historic sites, nature, shopping, museums, and beaches. Your plan includes some of its best attractions: make a trip to Zona Colonial, steep yourself in history at Palacio Consistorial, examine the collection at Museum of the Royal Houses, and appreciate the history behind Columbus Lighthouse (Faro A Colon).

For where to stay, ratings, reviews, and tourist information, you can read our Santo Domingo day trip planning app .

Dubai, United Arab Emirates to Santo Domingo is an approximately 19-hour flight. You can also do a combination of flight and shuttle; or do a combination of shuttle and flight. Due to the time zone difference, you'll gain 8 hours traveling from Dubai to Santo Domingo. Cap off your sightseeing on the 8th (Sun) early enough to travel to Havana.

Things to do in Santo Domingo

Historic Sites Parks Museums

Side Trip

Los Tres Ojos
Find places to stay Dec 5 — 8:
Highlights from your plan
Catedral Primada de America
Catedral Primada de America
Zona Colonial ©
Zona Colonial
Columbus Lighthouse (Faro A Colon) ©

5
nights
Havana, Cuba

Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
When in Havana, make a side trip to see Playa Paraiso in Cayo Largo, approximately 2 hours away. The adventure continues: don't miss a visit to Malecón of Havana, hit the best photo ops around with an inspiring photography tour, get engrossed in the history at Museum of the Revolution (Museo de la Revolucion), and admire the masterpieces at Museu Nacional de Belas Artes de Cuba.

To see ratings, other places to visit, photos, and other tourist information, you can read our Havana online trip itinerary maker .

Getting from Santo Domingo to Havana by flight takes about 3 hours. Due to the time zone difference, you'll gain 1 hour traveling from Santo Domingo to Havana. In December, daily temperatures in Havana can reach 32°C, while at night they dip to 20°C. Finish up your sightseeing early on the 13th (Fri) so you can go by car to Varadero.

Things to do in Havana

Historic Sites Tours Museums

Side Trip

Playa Paraiso
Find places to stay Dec 8 — 13:
Highlights from your plan
Walking tours
Malecón of Havana ©
Malecón of Havana
Old Havana ©
Old Havana

1
night
Varadero, Cuba

Varadero ©
One of the largest resort towns in the Caribbean, Varadero boasts a 20 km (12 mi) long stretch of sand, lined with hotels and all-inclusive resorts.
Start off your visit on the 14th (Sat): enjoy the sand and surf at Cayos Blancos, then explore the ancient world of Cueva de Ambrosio, then enjoy the sand and surf at Varadero Beach, and finally stroll around Josone Park.

Inspirock's itinerary builder makes planning a Varadero trip simple and quick.

Drive from Havana to Varadero in 2 hours. Alternatively, you can take a shuttle; or do a combination of train and taxi. December in Varadero sees daily highs of 32°C and lows of 20°C at night. Finish your sightseeing early on the 14th (Sat) so you can drive to Trinidad.

Things to do in Varadero

Parks Beaches Outdoors

Side Trip

Cayos Blancos
Find places to stay Dec 13 — 14:
Highlights from your plan
Varadero Beach ©
Varadero Beach
Josone Park ©
Josone Park
Cayos Blancos ©
Cayos Blancos

2
nights
Trinidad, Cuba

Trinidad ©
Built on sugar and seemingly preserved in molasses, the town of Trinidad attracts visitors with its well-aged 19th century architecture and rustic charm, showcasing the sounds, scents, and sights of days gone by.
Start off your visit on the 15th (Sun): kick back and relax at Ancon Beach, make a trip to Plaza Mayor, then examine the collection at Romance Museum, then look for all kinds of wild species at Topes de Collantes, and finally view the masterpieces at Galerie D'Art Calleyro. On the 16th (Mon), you'll have a packed day of sightseeing: examine the collection at Museo de Historia Municipal, steep yourself in history at Valle de los Ingenios, then admire the verdant scenery at San Luis Valley, and finally view the masterpieces at Lazaro Niebla Gallery.

To see maps, other places to visit, reviews, and more tourist information, you can read our Trinidad trip itinerary maker app .

Traveling by car from Varadero to Trinidad takes 4 hours. Alternatively, you can take a bus. In December, daily temperatures in Trinidad can reach 34°C, while at night they dip to 22°C. Cap off your sightseeing on the 16th (Mon) early enough to travel to Punta Cana.

Things to do in Trinidad

Parks Wildlife Nature

Side Trips

Topes de Collantes, San Luis Valley
Find places to stay Dec 14 — 16:
Highlights from your plan
Topes de Collantes ©
Topes de Collantes
Ancon Beach ©
Ancon Beach
Valle de los Ingenios ©
Valle de los Ingenios

4
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.
You'll find plenty of places to visit near Punta Cana: Conquista Park (in Bayahibe) and La Romana (Teeth Of The Dog & Altos de Chavon). The adventure continues: stroll through Bavaro Beach, step off the mainland to explore Saona Island, play a few rounds at Punta Espada Golf Course, and fulfill a lifelong dream with a swim-with-the-dolphins experience.

To find traveler tips, ratings, where to stay, and more tourist information, refer to the Punta Cana day trip planner.

Traveling by combination of bus, train, flight, and shuttle from Trinidad to Punta Cana takes 14 hours. Alternatively, you can do a combination of bus, train, and flight. The time zone changes from Cuba Standard Time (CST) to Atlantic Standard Time (AST), which is usually a 1 hour difference. Traveling from Trinidad in December, plan for somewhat warmer nights in Punta Cana, with lows around 26°C. Cap off your sightseeing on the 21st (Sat) early enough to travel back home.

Things to do in Punta Cana

Outdoors Parks Golf

Side Trips

La Romana, Conquista Park
Find places to stay Dec 17 — 21:
Highlights from your plan
Bavaro Beach ©
Bavaro Beach
Saona Island ©
Saona Island
Swim with Dolphins

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