21 days in Jamaica, Puerto Rico & Dominican Republic Itinerary

21 days in Jamaica, Puerto Rico & Dominican Republic Itinerary

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Route & dates

Start: Wroclaw, Poland
Fly + Bus:  19 h 45 min
1
Ocho Rios, Jamaica
— 1 night
Bus + Fly:  9 h 45 min
2
Isla de Vieques, Puerto Rico
— 4 nights
Drive + Fly:  2 h 15 min
3
Culebra, Puerto Rico
— 4 nights
Fly:  30 min
4
San Juan, Puerto Rico
— 4 nights
Fly:  4 h 15 min
5
Santo Domingo, Dominican Republic
— 2 nights
Taxi + Fly:  1 h 45 min
6
Punta Cana, Dominican Republic
— 2 nights
Fly:  17 h 30 min
End: Wroclaw, Poland

1
night
Ocho Rios, Jamaica

Ocho Rios ©
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Start off your visit on the 17th (Fri): admire the sheer force of Dunn's River Falls and Park, then contemplate the long history of Firefly, then admire the sheer force of Blue Hole, and finally take in the architecture and atmosphere at Our Lady of Fatima Catholic Church. Keep things going the next day: trot along with a tour on horseback and then Head underground at Green Grotto Caves.

To see more things to do, traveler tips, ratings, and more tourist information, read our Ocho Rios day trip website.

Wroclaw, Poland to Ocho Rios is an approximately 21.5- hour combination of flight and bus. You can also do a combination of train, flight, and bus; or do a combination of bus, train, and flight. The time zone difference when traveling from Wroclaw to Ocho Rios is minus 6 hours. In January, Ocho Rios is much warmer than Wroclaw - with highs of 36°C and lows of 27°C. Wrap up your sightseeing on the 18th (Sat) to allow time to travel to Isla de Vieques.

Things to do in Ocho Rios

Nature Parks Tours

Side Trips

Green Grotto Caves, Firefly
Find places to stay Jan 17 — 18:
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Green Grotto Caves ©
Green Grotto Caves
Horseback Riding Tours

4
nights
Isla de Vieques, Puerto Rico

Isla de Vieques ©
For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
Isla de Vieques is known for nature, beaches, and wildlife. Your plan includes some of its best attractions: explore the activities along Sun Bay Beach, take in the waterfront at Mosquito Pier, see some colorful creatures with a scuba or snorkeling tour, and enjoy some diversion at Vieques Gun Club & Sporting Clays.

To find maps, other places to visit, ratings, and other tourist information, go to the Isla de Vieques online travel route planner.

You can do a combination of bus and flight from Ocho Rios to Isla de Vieques in 10.5 hours. Another option is to do a combination of bus and flight. You'll lose 1 hour traveling from Ocho Rios to Isla de Vieques due to the time zone difference. Traveling from Ocho Rios in January, you will find days in Isla de Vieques are a bit cooler (32°C), and nights are about the same (26°C). Finish your sightseeing early on the 23rd (Thu) to allow enough time to travel to Culebra.

Things to do in Isla de Vieques

Parks Outdoors Beaches
Find places to stay Jan 18 — 23:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge
La Chiva ©
La Chiva

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.
Culebra is known for beaches, wildlife, and nature. Your plan includes some of its best attractions: stroll through Flamenco Beach, browse the collection at Culebra Public Library, examine the collection at Museo Historico de Culebra, and step off the mainland to explore Culebrita Island.

To see reviews, traveler tips, photos, and more tourist information, you can read our Culebra attractions website.

Do a combination of car and flight from Isla de Vieques to Culebra in 2.5 hours. Alternatively, you can ride a ferry. Expect a daytime high around 34°C in January, and nighttime lows around 26°C. Finish your sightseeing early on the 27th (Mon) so you can fly to San Juan.

Things to do in Culebra

Parks Beaches Outdoors
Find places to stay Jan 23 — 27:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Culebrita Island ©
Culebrita Island
Zoni Beach ©
Zoni Beach

4
nights
San Juan, Puerto Rico

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Venture out of the city with trips to El Yunque Rain Forest (in El Yunque National Forest) and Museo de Arte de Ponce (in Ponce). And it doesn't end there: get to know the fascinating history of Old San Juan, indulge in some culinary diversions at a local gastronomic tour, skim along the rocks with a canyoning and rapelling tour, and take a memorable tour with Tours.

To see more things to do, maps, other places to visit, and more tourist information, read San Juan road trip website.

San Juan is just a stone's throw from Culebra. In January, daily temperatures in San Juan can reach 34°C, while at night they dip to 26°C. Finish your sightseeing early on the 31st (Fri) to allow enough time to travel to Santo Domingo.

Things to do in San Juan

Outdoors Parks Tours

Side Trips

El Yunque Rain Forest, Museo de Arte de Ponce
Find places to stay Jan 27 — 31:
Highlights from your plan
Food Tours
El Yunque Rain Forest ©
El Yunque Rain Forest
Old San Juan ©
Old San Juan

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 1st (Sat): steep yourself in history at Alcazar de Colon, explore the world behind art at Amber Museum, and then make a trip to Zona Colonial. Keep things going the next day: appreciate the history behind Columbus Lighthouse (Faro A Colon), take in the spiritual surroundings of Catedral Primada de America, then contemplate the long history of Palacio Consistorial, then examine the collection at Museo De Las Casas Reales, and finally contemplate the long history of Fortaleza Ozama.

To see traveler tips, more things to do, maps, and more tourist information, you can read our Santo Domingo trip planner.

Getting from San Juan to Santo Domingo by flight takes about 3 hours. Other options: do a combination of flight and shuttle; or ride a ferry. Wrap up your sightseeing on the 2nd (Sun) to allow time to travel to Punta Cana.

Things to do in Santo Domingo

Historic Sites Museums Shopping
Find places to stay Jan 31 — Feb 2:
Highlights from your plan
Alcazar de Colon ©
Alcazar de Colon
Zona Colonial ©
Zona Colonial
Catedral Primada de America
Catedral Primada de America

2
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.
Kick off your visit on the 3rd (Mon): fulfill a lifelong dream with a swim-with-the-dolphins experience and then play a few rounds at Punta Espada Golf Course. Keep things going the next day: look for gifts at HARRISON'S Fine Caribbean Jewelers, enjoy the sand and surf at Macao Beach, and then kick back and relax at Bavaro Beach.

For more things to do, ratings, and other tourist information, go to the Punta Cana online tour planner.

Traveling by combination of taxi and flight from Santo Domingo to Punta Cana takes 1.5 hours. Alternatively, you can take a shuttle; or drive. In February, daily temperatures in Punta Cana can reach 33°C, while at night they dip to 25°C. Wrap up your sightseeing on the 4th (Tue) early enough to travel back home.

Things to do in Punta Cana

Outdoors Beaches Parks
Find places to stay Feb 2 — 4:
Highlights from your plan
Bavaro Beach ©
Bavaro Beach
Swim with Dolphins
Punta Espada Golf Course ©
Punta Espada Golf Course

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