27 days in Dominican Republic & Jamaica Itinerary

27 days in Dominican Republic & Jamaica Itinerary

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Route & dates

27 days in Dominican Republic & Jamaica Itinerary

Start: Kharkiv, Ukraine
+2
Fly + shuttle + bus:  22​h 30​min
1
Puerto Plata, Dominican Republic
— 3 nights
Drive:  7​h 15​min
2
Pedernales, Dominican Republic
— 1 day
Drive + Fly:  4​h 15​min
3
Santo Domingo, Dominican Republic
— 4 nights
shuttle:  2​h
4
Punta Cana, Dominican Republic
— 9 nights
shuttle + Fly:  8​h 45​min
5
Montego Bay, Jamaica
— 6 nights
Fly:  26​h
End: Kharkiv, Ukraine

3
nights
Puerto Plata, Dominican Republic

Puerto Plata ©
Although out of fashion in the past decades, major revitalization efforts have made a trip to Puerto Plata a growingly popular option for the adventurous travelers.
You'll get in some beach time at Golden Beach (Playa Dorada) and Paradise Island & The Mangroves (Cayo Arena). There's much more to do: meet the residents at Ocean World Adventure Park, Puerto Plata, see the interesting displays at Macorix House of Rum, admire the sheer force of 27 Charcos, and stop by Diamonds International Amber Cove.

To see maps, reviews, ratings, and tourist information, refer to the Puerto Plata online route planner .

Kharkiv, Ukraine to Puerto Plata is an approximately 22.5-hour flight. The time zone changes from Eastern European Time to Atlantic Standard Time, which is usually a -6 hour difference. Traveling from Kharkiv in August, expect Puerto Plata to be somewhat warmer, temps between 39°C and 27°C. Wrap up your sightseeing on the 3rd (Thu) to allow time to drive to Pedernales.

Things to do in Puerto Plata

Parks Outdoors Beaches

Side Trip

Paradise Island & The Mangroves (Cayo Arena)
Highlights from your plan
Golden Beach (Playa Dorada) ©
Golden Beach (Playa Dorada)
27 Charcos ©
27 Charcos

1
day
Pedernales, Dominican Republic

Pedernales ©
The Dominican city of Pedernales is the capital of the Pedernales Province, in the Dominican Republic. Kick off your visit on the 4th (Fri): stroll through Bahia de las Aguilas.

To find photos, more things to do, where to stay, and other tourist information, read our Pedernales road trip app .

You can drive from Puerto Plata to Pedernales in 7.5 hours. Other options are to do a combination of bus, flight, and car; or do a combination of bus and taxi. In September, plan for daily highs up to 39°C, and evening lows to 28°C. Finish your sightseeing early on the 4th (Fri) to allow enough time to travel to Santo Domingo.

Things to do in Pedernales

Parks Outdoors Beaches
Highlights from your plan
Bahia de las Aguilas ©
Bahia de las Aguilas

4
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.
Step out of Santo Domingo with an excursion to Playa Blanca in Azua--about 1h 35 min away. And it doesn't end there: make a trip to Zona Colonial, take some stellar pictures from Santo Domingo Skyline, explore the historical opulence of Alcazar de Colon, and contemplate the long history of Palacio Consistorial.

To see traveler tips, ratings, photos, and tourist information, read our Santo Domingo itinerary maker website .

You can do a combination of car and flight from Pedernales to Santo Domingo in 4.5 hours. Other options are to drive; or do a combination of taxi and bus. Cap off your sightseeing on the 8th (Tue) early enough to catch the shuttle to Punta Cana.

Things to do in Santo Domingo

Parks Historic Sites Outdoors

Side Trips

Playa Blanca, Los Tres Ojos
Highlights from your plan
Playa Blanca ©
Playa Blanca
Zona Colonial ©
Zona Colonial
Alcazar de Colon ©
Alcazar de Colon

9
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 get in some beach time at Bavaro Beach and Juanillo Beach. Change things up with a short trip to Altos de Chavon in La Romana (about 1h 20 min away). There's still lots to do: step off the mainland to explore Saona Island, play a few rounds at Punta Espada Golf Course, kick back and relax at Macao Beach, and stop by La Perla Dominicana.

To see where to stay, photos, more things to do, and tourist information, refer to the Punta Cana route builder tool .

You can take a shuttle from Santo Domingo to Punta Cana in 2 hours. Other options are to drive; or take a bus. September in Punta Cana sees daily highs of 36°C and lows of 28°C at night. Finish your sightseeing early on the 17th (Thu) to allow enough time to travel to Montego Bay.

Things to do in Punta Cana

Outdoors Parks Beaches

Side Trip

Altos de Chavon
Highlights from your plan
Bavaro Beach ©
Bavaro Beach
Macao Beach ©
Macao Beach
Saona Island ©
Saona Island

6
nights
Montego Bay, Jamaica

Montego Bay ©
The second largest city in Jamaica, Montego Bay boasts an international airport and a major cruise-line terminal, so it regularly receives a big influx of visitors to the island.
You'll get in some beach time at Seven Mile Beach and Doctor's Cave Beach. Explore Montego Bay's surroundings by going to Mary, Gate of Heaven Catholic Church (in Negril), Bob Marley Museum (in St. Ann's Bay) and Ocho Rios (Dunn's River Falls and Park & Our Lady of Fatima Catholic Church). There's still lots to do: tee off at Tryall Golf Course, admire the sheer force of Original Mayfield Falls Jamaica, indulge in some personalized pampering at some of the best spas, and steep yourself in history at The Cage.

To see where to stay, photos, and tourist information, refer to the Montego Bay tour itinerary planner.

Do a combination of shuttle and flight from Punta Cana to Montego Bay in 9 hours. Alternatively, you can fly. The time zone difference when traveling from Punta Cana to Montego Bay is minus 1 hour. Expect a daytime high around 38°C in September, and nighttime lows around 29°C. On the 24th (Thu), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Montego Bay

Outdoors Parks Beaches

Side Trips

Ocho Rios, Negril, Mayfield Falls Jamaica (Original), Tryall Golf Course, Bob Marley Museum
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Seven Mile Beach ©
Seven Mile Beach
Doctor's Cave Beach ©
Doctor's Cave Beach

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