49 days in Dominican Republic Itinerary

49 days in Dominican Republic Itinerary

Created using Inspirock Dominican Republic travel route planner

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Route & dates

49 days in Dominican Republic Itinerary

Start: Chicago
Fly:  7​h 15​min
1
Punta Cana
— 2 nights
Drive:  45​min
2
Higuey
— 1 night
Drive:  45​min
3
Bayahibe
— 2 nights
Drive:  1​h
4
La Romana
— 2 nights
Drive:  1​h
5
Boca Chica
— 1 night
Drive:  2​h 15​min
6
Las Terrenas
— 2 nights
Drive:  1​h
7
Santa Barbara de Samana
— 2 nights
Drive:  45​min
8
Las Galeras
— 2 nights
Drive:  3​h
9
Santo Domingo
— 2 nights
Drive:  2​h 30​min
10
Cabrera
— 2 nights
Drive:  30​min
11
Rio San Juan
— 13 nights
Drive:  1​h
12
Cabarete
— 2 nights
Drive:  3​h 45​min
13
San Pedro de Macoris
— 1 night
Drive:  3​h 45​min
14
Puerto Plata
— 2 nights
bus:  1​h
15
Santiago de los Caballeros
— 2 nights
Drive:  1​h 15​min
16
Jarabacoa
— 1 night
Drive:  2​h 15​min
17
Constanza
— 1 night
Drive:  3​h
18
Bani
— 1 night
Drive:  1​h
19
Azua
— 1 night
Drive:  4​h 45​min
20
Punta Rucia
— 1 night
Drive:  2​h 45​min
21
San Juan de la Maguana
— 1 night
Drive:  1​h 45​min
22
Barahona
— 1 night
Drive:  2​h 30​min
23
Pedernales
— 2 nights
Drive + Fly:  19​h 30​min
End: Chicago

2
nights
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 17th (Tue): examine the collection at Aromas Museum and then see some colorful creatures with a scuba or snorkeling tour. Get ready for a full day of sightseeing on the 18th (Wed): browse for treasures at Taino Shop and then stroll through Juanillo Beach.

To find reviews, other places to visit, traveler tips, and tourist information, read Punta Cana online journey maker .

Chicago, USA to Punta Cana is an approximately 7.5-hour flight. You can also do a combination of train and flight; or do a combination of flight and shuttle. The time zone difference moving from Central Standard Time to Atlantic Standard Time is 2 hours. Expect much hotter temperatures when traveling from Chicago in December; daily highs in Punta Cana reach 85°F and lows reach 73°F. Cap off your sightseeing on the 18th (Wed) early enough to go by car to Higuey.

Things to do in Punta Cana

Outdoors Wildlife Tours
Find places to stay Dec 16 — 18:
Highlights from your plan
Scuba & Snorkeling
Juanillo Beach ©
Juanillo Beach
Aromas Museum ©
Aromas Museum

1
night
Higuey

Higuey ©
On the 19th (Thu), examine the collection at Museo de La Altagracia, pause for some serene contemplation at Parroquia de San Dionisio, and then take in the spiritual surroundings of Basilica Catedral Nuestra Senora de la Altagracia.

For ratings, traveler tips, more things to do, and tourist information, go to the Higuey itinerary builder .

Drive from Punta Cana to Higuey in an hour. Alternatively, you can do a combination of taxi and bus. In December, daily temperatures in Higuey can reach 85°F, while at night they dip to 69°F. Finish your sightseeing early on the 19th (Thu) so you can travel to Bayahibe.

Things to do in Higuey

Historic Sites Museums
Find places to stay Dec 18 — 19:
Highlights from your plan
Parroquia de San Dionisio ©
Parroquia de San Dionisio
Museo de La Altagracia ©
Museo de La Altagracia

2
nights
Bayahibe

Located on the shore of the Caribbean Sea, the town of Bayahibe has grown from a fishing village into a bona fide tourist destination, with visitors mainly drawn to the many dive sites just off the coast.
On the 20th (Fri), see some colorful creatures with a scuba or snorkeling tour and then see what you can catch with a fishing tour. Get ready for a full day of sightseeing on the 21st (Sat): tour the pleasant surroundings at Canto De La Playa.

For maps, reviews, and more tourist information, you can read our Bayahibe online trip itinerary maker .

Explore your travel options from Higuey to Bayahibe with the Route module. In December in Bayahibe, expect temperatures between 85°F during the day and 69°F at night. Finish your sightseeing early on the 21st (Sat) so you can travel to La Romana.

Things to do in Bayahibe

Outdoors Wildlife Tours

Side Trip

Canto De La Playa
Find places to stay Dec 19 — 21:
Highlights from your plan
Fishing Charters & Tours
Scuba & Snorkeling

2
nights
La Romana

The city of La Romana offers good access to some of the most popular resorts in the Dominican Republic.
Kick off your visit on the 22nd (Sun): get engrossed in the history at Altos de Chavon Regional Museum of Archaeology, then appreciate the extensive heritage of Altos de Chavon, and then enjoy the sand and surf at Bayahibe Beach. Here are some ideas for day two: buy something for everyone on your list at Multiplaza film La Romana and then see some colorful creatures with a scuba or snorkeling tour.

For other places to visit, traveler tips, maps, and tourist information, go to the La Romana road trip planner .

The Route module can help you plan travel from Bayahibe to La Romana. In December, plan for daily highs up to 85°F, and evening lows to 69°F. Cap off your sightseeing on the 23rd (Mon) early enough to go by car to Boca Chica.

Things to do in La Romana

Outdoors Wildlife Tours
Find places to stay Dec 21 — 23:
Highlights from your plan
Scuba & Snorkeling
Altos de Chavon ©
Altos de Chavon
Bayahibe Beach ©
Bayahibe Beach

1
night
Boca Chica

Boca Chica ©
An established vacation destination, Boca Chica caters mostly to European visitors and residents of nearby Santo Domingo, who flock here to take advantage of developed beaches lapped by shallow Caribbean waters.
On the 24th (Tue), kick back and relax at Juan Dolio Beach and then discover the deep blue sea with a scuba or snorkeling tour.

To find traveler tips, reviews, maps, and more tourist information, go to the Boca Chica trip itinerary planner.

You can drive from La Romana to Boca Chica in an hour. Other options are to take a shuttle; or take a bus. December in Boca Chica sees daily highs of 87°F and lows of 70°F at night. Finish up your sightseeing early on the 24th (Tue) so you can go by car to Las Terrenas.

Things to do in Boca Chica

Outdoors Wildlife Beaches

Side Trip

Juan Dolio Beach
Find places to stay Dec 23 — 24:
Highlights from your plan
Juan Dolio Beach ©
Juan Dolio Beach
Scuba & Snorkeling

2
nights
Las Terrenas

Las Terrenas is a town on the northeast coast of the Dominican Republic, located in the province of Samaná. Kick off your visit on the 25th (Wed): take a tour by water with Boat Tours & Water Sports. On the 26th (Thu), you'll have a packed day of sightseeing: see what you can catch with a fishing tour.

For where to stay, photos, other places to visit, and more tourist information, use the Las Terrenas trip planner.

You can drive from Boca Chica to Las Terrenas in 2.5 hours. Alternatively, you can take a bus. In December, daily temperatures in Las Terrenas can reach 85°F, while at night they dip to 73°F. Cap off your sightseeing on the 26th (Thu) early enough to go by car to Santa Barbara de Samana.

Things to do in Las Terrenas

Wildlife Tours Outdoors
Find places to stay Dec 24 — 26:
Highlights from your plan
Dolphin & Whale Watching
Fishing Charters & Tours

2
nights
Santa Barbara de Samana

Santa Barbara de Samana ©
On the 27th (Fri), identify plant and animal life at Wildlife Areas and then get engrossed in the history at Tainopark. Here are some ideas for day two: examine the collection at Museo de la Ballena, then see majestic marine mammals with a dolphin and whale watching tour, and then tour the pleasant surroundings at Cayo Levantado.

To find photos, where to stay, maps, and tourist information, you can read our Santa Barbara de Samana trip itinerary maker app .

You can drive from Las Terrenas to Santa Barbara de Samana in an hour. Another option is to do a combination of taxi and bus. Expect a daytime high around 85°F in December, and nighttime lows around 73°F. Cap off your sightseeing on the 28th (Sat) early enough to go by car to Las Galeras.

Things to do in Santa Barbara de Samana

Outdoors Wildlife Tours

Side Trip

Cayo Levantado
Find places to stay Dec 26 — 28:
Highlights from your plan
Cayo Levantado ©
Cayo Levantado
Dolphin & Whale Watching
Museo de la Ballena ©
Museo de la Ballena

2
nights
Las Galeras

Las Galeras ©
Start off your visit on the 29th (Sun): kick back and relax at La Playita Beach and then tour the pleasant surroundings at Playa Rincon. Keep things going the next day: identify plant and animal life at Nat Tours Samana.

To see where to stay, photos, reviews, and more tourist information, read Las Galeras trip maker tool .

You can drive from Santa Barbara de Samana to Las Galeras in an hour. In December, daily temperatures in Las Galeras can reach 85°F, while at night they dip to 73°F. Wrap up your sightseeing on the 30th (Mon) early enough to drive to Santo Domingo.

Things to do in Las Galeras

Outdoors Beaches Parks

Side Trip

Playa Rincon
Find places to stay Dec 28 — 30:
Highlights from your plan
Playa Rincon ©
Playa Rincon
La Playita Beach ©
La Playita Beach
Nat Tours Samana ©
Nat Tours Samana

2
nights
Santo Domingo

Santo Domingo
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
On the 31st (Tue), contemplate the long history of Palacio Consistorial, contemplate in the serene atmosphere at Catedral Primada de America, then steep yourself in history at Convento de los Dominicos, and finally get engrossed in the history at Museo Memorial de la Resistencia. Keep things going the next day: get to know the fascinating history of La Atarazana and then stroll through Parque Nacional Humedales del Ozama(Ozama Wetlands National Park).

To find other places to visit, more things to do, and other tourist information, use the Santo Domingo trip itinerary planner.

You can drive from Las Galeras to Santo Domingo in 3 hours. Other options are to take a bus; or do a combination of taxi and bus. Wrap up your sightseeing on the 1st (Wed) to allow time to drive to Cabrera.

Things to do in Santo Domingo

Historic Sites Wildlife Nature
Find places to stay Dec 30 — Jan 1:
Highlights from your plan
Catedral Primada de America
Catedral Primada de America
Convento de los Dominicos ©
Convento de los Dominicos
Palacio Consistorial ©
Palacio Consistorial

2
nights
Cabrera

Cabrera ©
Cabrera is a town in María Trinidad Sánchez province, Dominican Republic. Start off your visit on the 2nd (Thu): kick back and relax at Playa Los Gringos and then stroll through La Entrada Beach.

For photos, other places to visit, maps, and tourist information, you can read our Cabrera trip planner .

Getting from Santo Domingo to Cabrera by car takes about 2.5 hours. Other options: take a bus. In January in Cabrera, expect temperatures between 83°F during the day and 68°F at night. Wrap up your sightseeing by early afternoon on the 3rd (Fri) to allow time for the car ride to Rio San Juan.

Things to do in Cabrera

Beaches Parks Outdoors

Side Trip

Playa Los Gringos
Find places to stay Jan 1 — 3:
Highlights from your plan
La Entrada Beach ©
La Entrada Beach
Playa Los Gringos ©
Playa Los Gringos

13
nights
Rio San Juan

Rio San Juan ©
You'll explore the less-touristy side of things at Playa Caleton and Gri Gri Lagoon.

To find more things to do, traveler tips, and tourist information, read our Rio San Juan journey planner.

Rio San Juan is just a stone's throw from Cabrera. January in Rio San Juan sees daily highs of 83°F and lows of 68°F at night. You will leave for Cabarete on the 16th (Thu).

Things to do in Rio San Juan

Outdoors Parks Beaches

Side Trip

Lunaberg
Find places to stay Jan 3 — 16:
Highlights from your plan
Playa Caleton ©
Playa Caleton
Gri Gri Lagoon ©
Gri Gri Lagoon

2
nights
Cabarete

Cabarete ©
Water sports and adventure tourism have replaced fishing and farming as the focal point of Cabarete.
On the 17th (Fri), kick back and relax at Cabarete Beach, enjoy the sand and surf at Sosua Beach, and then get engrossed in the history at Museum of Jewish Heritage. Get ready for a full day of sightseeing on the 18th (Sat): examine the collection at Castillo Mundo King and then cast your line with a fishing tour.

To see traveler tips, where to stay, maps, and other tourist information, you can read our Cabarete trip maker .

You can drive from Rio San Juan to Cabarete in an hour. January in Cabarete sees daily highs of 84°F and lows of 66°F at night. Finish your sightseeing early on the 18th (Sat) to allow enough time to drive to San Pedro de Macoris.

Things to do in Cabarete

Outdoors Beaches Parks

Side Trip

Sosua
Find places to stay Jan 16 — 18:
Highlights from your plan
Sosua Beach ©
Sosua Beach
Cabarete Beach ©
Cabarete Beach
Fishing Charters & Tours

1
night
San Pedro de Macoris

San Pedro de Macoris ©
San Pedro de Macorís is a municipality in the Dominican Republic and the capital of the San Pedro de Macorís province in the south-eastern region of the country; it is among the 5 largest cities of the Dominican Republic. On the 19th (Sun), take in the architecture and atmosphere at Catedral San Pedro Apostol and then enjoy the sand and surf at Caribe Beach.

For traveler tips, more things to do, and tourist information, read our San Pedro de Macoris trip maker website .

Traveling by car from Cabarete to San Pedro de Macoris takes 4 hours. Alternatively, you can take a bus; or take a bus. Expect a daytime high around 85°F in January, and nighttime lows around 68°F. Finish your sightseeing early on the 19th (Sun) so you can drive to Puerto Plata.

Things to do in San Pedro de Macoris

Beaches Parks Outdoors

Side Trip

Caribe Beach
Find places to stay Jan 18 — 19:
Highlights from your plan
Caribe Beach ©
Caribe Beach
Catedral San Pedro Apostol ©
Catedral San Pedro Apostol

2
nights
Puerto Plata

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.
On the 20th (Mon), examine the collection at Casa Museo General Gregorio Luperon, then see the interesting displays at Macorix House of Rum, then contemplate the long history of Fortaleza San Felipe, and finally pause for some serene contemplation at Catedral San Felipe. Get ready for a full day of sightseeing on the next day: shop like a local with Rayola Concept Store and then see what you can catch with a fishing tour.

For maps, more things to do, photos, and more tourist information, read our Puerto Plata trip itinerary builder app .

Getting from San Pedro de Macoris to Puerto Plata by car takes about 4 hours. Other options: do a combination of car and bus; or take a bus. In January, daytime highs in Puerto Plata are 84°F, while nighttime lows are 66°F. Finish your sightseeing early on the 21st (Tue) to allow enough time to take a bus to Santiago de los Caballeros.

Things to do in Puerto Plata

Historic Sites Wildlife Tours
Find places to stay Jan 19 — 21:
Highlights from your plan
Fortaleza San Felipe ©
Fortaleza San Felipe
Fishing Charters & Tours
Casa Museo General Gregorio Luperon ©

2
nights
Santiago de los Caballeros

Santiago de los Caballeros ©
Founded in 1496 by Christopher Columbus' brother, Santiago de los Caballeros was among the very first European settlements in the Americas, which explains its nickname: "First Santiago of the Americas." Today, the city represents one of the Western Hemisphere's major financial, cultural, and industrial centers.
Start off your visit on the 22nd (Wed): tour the pleasant surroundings at Monumento Natural Pico Diego de Ocampo and then stroll around Duarte Park. Keep things going the next day: get engrossed in the history at Casa Museo Hermanas Mirabal, then get engrossed in the history at Museo Presidente Ramon Caceres, and then don't miss a visit to Iglesia Sagrado Corazon de Jesus.

For maps, reviews, photos, and more tourist information, go to the Santiago de los Caballeros visit planner.

Getting from Puerto Plata to Santiago de los Caballeros by bus takes about an hour. Other options: drive. January in Santiago de los Caballeros sees daily highs of 84°F and lows of 65°F at night. Finish up your sightseeing early on the 23rd (Thu) so you can go by car to Jarabacoa.

Things to do in Santiago de los Caballeros

Parks Wildlife Museums

Side Trips

Moca, Casa Museo Hermanas Mirabal
Find places to stay Jan 21 — 23:
Highlights from your plan
Monumento Natural Pico Diego de Ocampo ©
Iglesia Sagrado Corazon de Jesus ©
Iglesia Sagrado Corazon de Jesus
Museo Presidente Ramon Caceres ©
Museo Presidente Ramon Caceres

1
night
Jarabacoa

Jarabacoa ©
Occupying a scenic spot in the foothills of a mountain range, Jarabacoa offers a laid-back atmosphere and a pleasant window into rural Dominican life.
Start off your visit on the 24th (Fri): admire the sheer force of Salto de Jimenoa and then take in the dramatic scenery at Baiguate Salto Waterfall.

To see traveler tips, other places to visit, and tourist information, refer to the Jarabacoa driving holiday tool .

Traveling by car from Santiago de los Caballeros to Jarabacoa takes 1.5 hours. Alternatively, you can do a combination of bus and taxi; or take a shuttle. In January, daytime highs in Jarabacoa are 84°F, while nighttime lows are 65°F. Finish your sightseeing early on the 24th (Fri) to allow enough time to drive to Constanza.

Things to do in Jarabacoa

Nature Parks
Find places to stay Jan 23 — 24:
Highlights from your plan
Salto de Jimenoa ©
Salto de Jimenoa

1
night
Constanza

Constanza ©
Constanza is a town and municipality in La Vega Province, Dominican Republic.HistoryThe name of Constanza has its origin in the legend the daughter of a local taino cacique who lived in the valley. Kick off your visit on the 25th (Sat): delve into the distant past at Las Piramides and then delve into the distant past at Piedra Letrada.

To see photos, reviews, where to stay, and more tourist information, refer to the Constanza tour builder tool .

Drive from Jarabacoa to Constanza in 2.5 hours. Finish your sightseeing early on the 25th (Sat) to allow enough time to drive to Bani.

Things to do in Constanza

Historic Sites
Find places to stay Jan 24 — 25:
Highlights from your plan
Piedra Letrada ©
Piedra Letrada

1
night
Bani

Bani ©
Baní is a capital town of the Peravia Province, Dominican Republic. Kick off your visit on the 26th (Sun): take in the architecture and atmosphere at Catedral Nuestra Senora de Regla and then explore the fascinating landscape at Dunas de Bani.

To find where to stay, maps, more things to do, and other tourist information, go to the Bani holiday site .

Traveling by car from Constanza to Bani takes 3 hours. Alternatively, you can do a combination of bus and taxi. Finish up your sightseeing early on the 26th (Sun) so you can go by car to Azua.

Things to do in Bani

Historic Sites Nature Parks
Find places to stay Jan 25 — 26:
Highlights from your plan
Dunas de Bani ©
Dunas de Bani

1
night
Azua

Azua ©
Azua de Compostela, also known simply as Azua, is a municipality and capital of Azua Province in the Dominican Republic. Start off your visit on the 27th (Mon): tour the pleasant surroundings at Playa Los Negros, stroll through Playa Caracoles, then stroll around Plaza Enriquillo, and finally take in the architecture and atmosphere at Iglesia Nuestra Senora de los Remedios.

For reviews, more things to do, traveler tips, and more tourist information, go to the Azua trip planner.

Drive from Bani to Azua in an hour. Alternatively, you can take a shuttle. Expect a daytime high around 87°F in January, and nighttime lows around 68°F. Wrap up your sightseeing on the 27th (Mon) early enough to drive to Punta Rucia.

Things to do in Azua

Parks Beaches Outdoors
Find places to stay Jan 26 — 27:
Highlights from your plan
Playa Caracoles ©
Playa Caracoles
Playa Los Negros ©
Playa Los Negros

1
night
Punta Rucia

Punta Rucia ©
On the 28th (Tue), enjoy the sand and surf at Paradise Island & The Mangroves (Cayo Arena) and then enjoy the sand and surf at Playa Ensenada.

To see more things to do, traveler tips, maps, and other tourist information, go to the Punta Rucia online trip itinerary planner .

Getting from Azua to Punta Rucia by car takes about 5 hours. Other options: do a combination of bus and taxi. Expect a daytime high around 84°F in January, and nighttime lows around 65°F. Wrap up your sightseeing on the 28th (Tue) to allow time to travel to San Juan de la Maguana.

Things to do in Punta Rucia

Beaches Parks Outdoors
Find places to stay Jan 27 — 28:
Highlights from your plan
Playa Ensenada ©
Playa Ensenada

1
night
San Juan de la Maguana

San Juan de la Maguana ©
Kick off your visit on the 29th (Wed): don't miss a visit to Catedral de San Juan de la Maguana.

To see ratings, traveler tips, more things to do, and more tourist information, read San Juan de la Maguana vacation maker .

Traveling by car from Punta Rucia to San Juan de la Maguana takes 6.5 hours. Expect a daytime high around 87°F in January, and nighttime lows around 68°F. Wrap up your sightseeing by early afternoon on the 29th (Wed) to allow time for travel to Barahona.

Things to do in San Juan de la Maguana

Historic Sites
Find places to stay Jan 28 — 29:
Highlights from your plan
Catedral de San Juan de la Maguana ©
Catedral de San Juan de la Maguana

1
night
Barahona

Barahona ©
The port city of Barahona provides a convenient base for explorations of the region, while itself possessing an air of simplicity and a welcoming atmosphere.
Start off your visit on the 30th (Thu): examine the collection at Escuela Taller y Museo Larimar and then kick back and relax at Playa San Rafael.

For reviews, other places to visit, ratings, and more tourist information, you can read our Barahona trip tool .

Traveling by car from San Juan de la Maguana to Barahona takes 2 hours. Expect a daytime high around 87°F in January, and nighttime lows around 68°F. Finish up your sightseeing early on the 30th (Thu) so you can go by car to Pedernales.

Things to do in Barahona

Beaches Museums Parks
Find places to stay Jan 29 — 30:
Highlights from your plan
Playa San Rafael ©
Playa San Rafael
Escuela Taller y Museo Larimar ©
Escuela Taller y Museo Larimar

2
nights
Pedernales

Pedernales ©
The Dominican city of Pedernales is the capital of the Pedernales Province, in the Dominican Republic. Start off your visit on the 31st (Fri): explore and take pictures at Parque Eolico Los Cocos and then kick back and relax at Bahia de las Aguilas.

Planning Pedernales trip won't be overwheling when you use's Insprock itinerary maker.

You can drive from Barahona to Pedernales in 2.5 hours. In January in Pedernales, expect temperatures between 87°F during the day and 68°F at night. You'll set off for home on the 1st (Sat).

Things to do in Pedernales

Parks Beaches Outdoors
Find places to stay Jan 30 — Feb 1:
Highlights from your plan
Bahia de las Aguilas ©
Bahia de las Aguilas
Parque Eolico Los Cocos ©
Parque Eolico Los Cocos

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