55 days in Mexico, Caribbean, South America & Central America Itinerary

55 days in Mexico, Caribbean, South America & Central America Itinerary

Created using Inspirock trip itinerary maker

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Fly
1
Oaxaca, Mexico
— 4 nights
Fly
2
Tulum, Mexico
— 7 nights
Fly
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Havana, Cuba
— 6 nights
Fly
4
Santo Domingo, Dominican Republic
— 3 nights
Drive
5
Puerto Plata, Dominican Republic
— 3 nights
Fly
6
Culebra, Puerto Rico
— 4 nights
Fly to Vieques, Drive to Isla de Vieques
7
Isla de Vieques, Puerto Rico
— 4 nights
Fly
8
Punta Cana, Dominican Republic
— 5 nights
Fly
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Lima, Peru
— 4 nights
Fly
10
Tamarindo, Costa Rica
— 10 nights
+2
Drive to Daniel Oduber Quiros International Airport, Fly to Philip S. W. Goldson International Airport, Drive to Placencia
11
Placencia, Belize
— 4 nights
Drive to Philip S. W. Goldson International Airport, Fly to San Francisco International Airport

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Oaxaca, Mexico

— 4 nights
Capital city of the eponymous state, Oaxaca relies heavily on its colonial charm, its core a maze of tree-shaded alleys flanked by photogenic mansions, government buildings, and old churches.
Explore hidden gems such as Monte Alban and Oaxaca Textile Museum. Do some cultural sightseeing at Templo de Santo Domingo de Guzman and Museo de los Pintores Oxaquenos. Change things up with a short trip to Playa Del Amor in Zipolite (about 6 hours away). There's much more to do: examine the collection at Museo de las Culturas de Oaxaca, enjoy the sand and surf at Playa La Bocana, contemplate in the serene atmosphere at Templo de la Compania de Jesus, and browse the eclectic array of goods at Mercado Benito Juárez.

Make your Oaxaca itinerary with Inspirock to find out what to see and where to go.

San Francisco, USA to Oaxaca is an approximately 9.5-hour flight. You can also drive; or do a combination of bus and tram. The time zone difference when traveling from San Francisco to Oaxaca is 2 hours. When traveling from San Francisco in February, plan for much warmer days and about the same nights in Oaxaca: temperatures range from 86°F by day to 51°F at night. Wrap up your sightseeing by early afternoon on the 16th (Tue) to allow time for travel to Tulum.

Things to do in Oaxaca

Museums · Historic Sites · Parks · Beaches

Side Trips

Find places to stay Feb 12 — 16:

Tulum, Mexico

— 7 nights
The only Mayan site built to overlook the ocean, Tulum remains a coastal paradise preserving the last vestiges of a pre-Hispanic civilization.
Visiting Paradise Beach and Climbing Tours will get you outdoors. You'll discover tucked-away gems like Cenotes Sac Actun and Xpu-ha Beach. Get out of town with these interesting Tulum side-trips: La Playa Xpuha (in Xpu-Ha) and Ecopark Kantun Chi (in Puerto Aventuras). The adventure continues: see Surfing, Windsurfing & Kitesurfing, explore the fascinating underground world of Two Eyes Cenote, explore the activities along Gran Cenote, and explore the ancient world of Tulum Archaeological Site.

Plan a trip to Tulum easily and quickly by telling Inspirock to suggest an itinerary.

You can fly from Oaxaca to Tulum in 8 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. When traveling from Oaxaca in February, plan for a bit cooler days and somewhat warmer nights in Tulum: temperatures range from 80°F by day to 65°F at night. Finish your sightseeing early on the 23rd (Tue) so you can travel to Havana.

Things to do in Tulum

Parks · Outdoors · Beaches · Nature

Side Trips

Find places to stay Feb 16 — 23:

Havana, Cuba

— 6 nights

Rome of the Caribbean

Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
We've included these beaches for you: Sirena Beach and Coral Beach - Playa Coral. You'll discover tucked-away gems like Playas de Este and Sea Turtle Hatchery. Step out of Havana with an excursion to Cuartel de Bomberos de Matanzas in Matanzas--about 1h 45 min away. The adventure continues: head outdoors with Outdoor Activities, admire the landmark architecture of Havana Cathedral, steep yourself in history at El Morro, and wander the streets of Fusterlandia.

To find photos, other places to visit, maps, and more tourist information, go to the Havana trip website.

Fly from Tulum to Havana in 5.5 hours. In February, daytime highs in Havana are 81°F, while nighttime lows are 61°F. Wrap up your sightseeing on the 1st (Mon) early enough to travel to Santo Domingo.

Things to do in Havana

Outdoors · Historic Sites · Parks · Beaches

Side Trips

Find places to stay Feb 23 — Mar 1:

Santo Domingo, Dominican Republic

— 3 nights
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
The 3 Eyes National Park and Zona Colonial are good opportunities to explore the local culture. You'll discover tucked-away gems like Basilica Cathedral of Santa Maria la Menor and Calle Las Damas. There's much more to do: explore the historical opulence of Alcazar de Colon, appreciate the history behind Columbus Lighthouse (Faro A Colon), and steep yourself in history at Fortaleza Ozama.

You can plan Santo Domingo trip in no time by asking Inspirock to help create your itinerary.

Fly from Havana to Santo Domingo in 5.5 hours. Traveling from Havana to Santo Domingo, you'll lose 1 hour due to the time zone difference. Finish your sightseeing early on the 4th (Thu) so you can drive to Puerto Plata.

Things to do in Santo Domingo

Nature · Parks · Historic Sites · Museums
Find places to stay Mar 1 — 4:

Puerto Plata, Dominican Republic

— 3 nights
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.
Take a break from the city and head to Sosua Beach and Pico Isabel de Torres. You'll discover tucked-away gems like Cabarete Beach and 27 Charcos. Spend the 7th (Sun) spotting exotic species with a safari tour. The adventure continues: steep yourself in history at Fortaleza San Felipe.

For photos, maps, ratings, and tourist information, use the Puerto Plata trip itinerary website.

You can drive from Santo Domingo to Puerto Plata in 3 hours. Alternatively, you can take a bus. In March, daily temperatures in Puerto Plata can reach 85°F, while at night they dip to 67°F. Finish your sightseeing early on the 7th (Sun) so you can travel to Culebra.

Things to do in Puerto Plata

Parks · Outdoors · Wildlife · Nature

Side Trips

Find places to stay Mar 4 — 7:

Culebra, Puerto Rico

— 4 nights

Little Island

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Take a break from the city and head to Flamenco Beach and Boat Tours & Water Sports. Eschew the tourist crowds and head to Tamarindo Beach and Carlos Rosario Beach. And it doesn't end there: enjoy the sand and surf at Melones Beach, soothe aching muscles at Culebra Yoga, tour the pleasant surroundings at Zoni Beach, and step off the mainland to explore Culebrita Island.

For traveler tips, maps, other places to visit, and tourist information, read our Culebra trip app.

Traveling by flight from Puerto Plata to Culebra takes 7.5 hours. Alternatively, you can do a combination of bus, ferry, and taxi; or do a combination of bus, ferry, shuttle, and taxi. Traveling from Puerto Plata in March, plan for somewhat warmer nights in Culebra, with lows around 73°F. Wrap up your sightseeing on the 11th (Thu) to allow time to travel to Isla de Vieques.

Things to do in Culebra

Parks · Outdoors · Beaches · Spas
Find places to stay Mar 7 — 11:

Isla de Vieques, Puerto Rico

— 4 nights

Isla Nena

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.
Step out of the city life by going to Scuba & Snorkeling and Caracas Beach. You'll enjoy a bit of beach vacationing at Sun Bay Beach and Media Luna Beach. And it doesn't end there: kick back and relax at La Chiva, indulge in some personalized pampering at Beatriz Beauty Boutique, take a leisurely stroll along Malecon, and stroll through Secret Beach (Pata Prieta).

For other places to visit, where to stay, and more tourist information, refer to the Isla de Vieques trip planner.

Traveling by combination of flight and car from Culebra to Isla de Vieques takes 4 hours. Alternatively, you can ride a ferry. In March in Isla de Vieques, expect temperatures between 84°F during the day and 72°F at night. Cap off your sightseeing on the 15th (Mon) early enough to travel to Punta Cana.

Things to do in Isla de Vieques

Parks · Outdoors · Beaches · Nature
Find places to stay Mar 11 — 15:

Punta Cana, Dominican Republic

— 5 nights
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.
Explore hidden gems such as Tropical Treasure and Iberostate Bavaro Golf & Club. Visit Bavaro Beach and Macao Beach for some beach relaxation. Step out of Punta Cana to go to Higuey and see Basilica Catedral Nuestra Senora de la Altagracia, which is approximately 40 minutes away. There's still lots to do: get a new perspective on things with Pescando y Comiendo Fishing Charters, play a few rounds at Punta Espada Golf Course, and see the interesting displays at Aromas Museum.

To find where to stay, other places to visit, ratings, and other tourist information, read our Punta Cana driving holiday planner.

Traveling by flight from Isla de Vieques to Punta Cana takes 5 hours. Alternatively, you can do a combination of ferry, taxi, and bus; or do a combination of ferry, taxi, and shuttle. Expect a daytime high around 84°F in March, and nighttime lows around 71°F. Finish your sightseeing early on the 20th (Sat) so you can travel to Lima.

Things to do in Punta Cana

Outdoors · Golf · Parks · Beaches

Side Trip

Find places to stay Mar 15 — 20:

Lima, Peru

— 4 nights

City of the Kings

Founded in 1535 by Spanish explorer Francisco Pizarro, Lima represents an interesting blend of modern attractions and preserved colonial architecture, much of it clustered in the World Heritage-listed city center.
Satisfy your inner culture vulture at Barranco and Basilica y Monasterio de Santo Domingo. You'll discover tucked-away gems like Museo Convento San Francisco y Catacumbas and Huaca Pucllana. There's still lots to do: indulge in some personalized pampering at some of the best spas, explore the world behind art at Museo Pedro de Osma, admire the striking features of Archbishops Palace, and take in the spiritual surroundings of San Pedro Church (Iglesia de San Pedro).

To see other places to visit, traveler tips, more things to do, and more tourist information, use the Lima planner.

Getting from Punta Cana to Lima by flight takes about 8 hours. The time zone difference moving from Atlantic Standard Time to Peru Standard Time is minus 1 hour. In March in Lima, expect temperatures between 81°F during the day and 69°F at night. On the 24th (Wed), wrap the sightseeing up by early afternoon so you can travel to Tamarindo.

Things to do in Lima

Historic Sites · Neighborhoods · Museums · Adventure
Find places to stay Mar 20 — 24:

Tamarindo, Costa Rica

— 10 nights
Surfing remains the main reason to take a trip to Tamarindo, as the beachside town is mostly known for its excellent waves.
Step off the beaten path and head to Tamarindo Beach and Hacienda El Viejo Wetlands. Take a break from the city and head to Playa Avellana and Playa Buena Vista. Explore Tamarindo's surroundings by going to San Juanillo Beach (in San Juanillo), Playa Danta (in Las Catalinas) and Prieta Beach (in Playa Prieta). Saddle up on the 29th (Mon) and explore with a tour on horseback. Spend the 2nd (Fri) wandering through the wild on a nature and wildlife tour. The adventure continues: tour the pleasant surroundings at Playa Carrillo, take in the exciting artwork at Lydia Beech Art Boutique, whizz through the canopy at some of the top local zipline courses and adventure parks, and indulge in some personalized pampering at some of the best spas.

To find photos, traveler tips, maps, and other tourist information, you can read our Tamarindo itinerary maker.

Traveling by flight from Lima to Tamarindo takes 10 hours. Due to the time zone difference, you'll gain 1 hour traveling from Lima to Tamarindo. Finish up your sightseeing early on the 3rd (Sat) so you can travel to Placencia.

Things to do in Tamarindo

Outdoors · Tours · Parks · Beaches

Side Trips

Find places to stay Mar 24 — Apr 3:

Placencia, Belize

— 4 nights
Once a humble fishing village, Placencia has been transformed into a leading tourist destination, with its focus primarily on outdoor activity and natural exploration.
You'll discover tucked-away gems like Laughing Bird Caye National Park and Pumpkin Caye. Your cultural itinerary includes sights like Maya Center Mayan Museum and Art n Soul Gallery. Get out of town with these interesting Placencia side-trips: Hopkins (Canyoning & Rappelling Tours & Garimaya Gift Shop). There's more to do: see some colorful creatures with a scuba or snorkeling tour and soothe aching muscles at Evolution Beach Gym.

To see more things to do, maps, other places to visit, and other tourist information, read our Placencia route planner.

The Route module can help you plan travel from Tamarindo to Placencia. In April, daily temperatures in Placencia can reach 89°F, while at night they dip to 73°F. On the 7th (Wed), you'll have the morning to explore before heading back home.

Things to do in Placencia

Wildlife · Tours · Outdoors · Museums

Side Trips

Find places to stay Apr 3 — 7:

Mexico travel guide

4.5
Ruins · Beaches · Landmarks
Tailor-made for anyone seeking that traditional sun-and-sand experience, Mexico vacations allow visitors to explore nearly 10,000 km (6,200 mi) of picturesque coastlines. Idyllic beaches and favorable year-round weather aside, this diverse country with a rich pre-Colombian history allows tourists a chance to discover a fascinating cuisine, numerous archaeological sites, state-of-the-art museums, colonial-era haciendas, and outstanding examples of 21st-century architecture. Most visitors get to know the country by its cities, but if you want a well-rounded Mexico tour, spend some time exploring its jungles, cloud forests, Caribbean reefs, snowcapped volcanoes, vast deserts, and tranquil lagoons. Life is lived outdoors in Mexico, so wherever you go, don't forget to dine alfresco and stroll the country's colonial streets.

Dominican Republic travel guide

4.1
Beaches · Islands · Zipline
Sharing the island of Hispaniola with Haiti, friendly Dominican Republic offers two distinct coastlines, one bathed by the Caribbean Sea and the other by the Atlantic Ocean. Nearly 1,600 km (1,000 mi) of palm-shaded beaches figure highly on most Dominican Republic itineraries, allowing visitors to design their vacation around a range of water-based activities. The sun-kissed country benefits from pleasant temperatures throughout the year, so it's no surprise that holidays in Dominican Republic remain a popular choice for visitors from distant and colder corners of the world. A big producer of coffee, cocoa, rum, sugarcane, and tobacco, the country provides a vibrant cultural experience in multicultural cities and quaint countryside.

Puerto Rico travel guide

4.5
Historic Walking Areas · Beaches · Forests
A U.S. territory encompassing one big island and several smaller ones, Puerto Rico appeals to visitors from around the globe with its rich history, pleasant climate, natural beauty, and renowned local cuisine. Most tourists take a vacation in Puerto Rico for that classic seaside experience, though the island offers much more than just sun and sand. Tours of Puerto Rico usually start in the city of San Juan, which boasts a trendy bar scene and plenty of art museums for visitors looking to add a bit of culture to their vacation. A short drive from the island's urban centers, pristine rainforests serve as peaceful retreats from the city bustle and ensure plenty of chances to spot wildlife and take exhilarating nature walks.

Costa Rica travel guide

4.4
Beaches · Nature & Parks · Zipline
Tiny in terms of land area, Costa Rica is astoundingly diverse when it comes to culture and natural attractions. In a country called "Rich Coast", it's no surprise most Costa Rica vacations dedicate at least a few days to picturesque Pacific and Caribbean beaches, ideal for water sports and relaxation. Few small countries offer such a range of landscapes, allowing tourists to observe towering volcanoes while soaking away their worries in a hot spring, or hike into dense rainforests in the morning and surf at a modern resort in the afternoon. A trip to Costa Rica also lets you discover pristine national parks, ensuring plenty of chances to view wildlife from the comfort of eco-friendly lodges packed with amenities even ardent nature lovers secretly desire.