29 days in Central America, South America & Caribbean Itinerary

29 days in Central America, South America & Caribbean Itinerary

Created using Inspirock tour builder

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Fly
1
La Fortuna de San Carlos, Costa Rica
— 4 nights
Drive
2
Monteverde, Costa Rica
— 2 nights
Drive
3
Manuel Antonio, Costa Rica
— 2 nights
Fly
4
Bogota, Colombia
— 2 nights
Fly
5
Cartagena, Colombia
— 2 nights
Fly
6
San Andres Island, Colombia
— 5 nights
Fly
7
Kingston, Jamaica
— 1 night
Drive
8
Negril, Jamaica
— 2 nights
Drive
9
Ocho Rios, Jamaica
— 4 nights
Fly
10
Nassau, Bahamas
— 4 nights

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La Fortuna de San Carlos, Costa Rica

— 4 nights
Set against the backdrop of the imposing Arenal Volcano, La Fortuna de San Carlos offers visitors a chance to explore diverse natural landscapes and sample some delicious local produce.
La Fortuna de San Carlos is known for nature, adventure, and parks. Your trip includes some of its best attractions: take in the natural beauty of Tabacon Hot Springs, relax and float downstream with a rafting and tubing tour, head outdoors with Outdoor Activities, and admire the sheer force of La Fortuna Waterfall.

To find traveler tips, ratings, reviews, and other tourist information, go to the La Fortuna de San Carlos tour itinerary tool.

Nassau, Bahamas to La Fortuna de San Carlos is an approximately 8.5-hour flight. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Finish your sightseeing early on the 6th (Thu) so you can drive to Monteverde.

Things to do in La Fortuna de San Carlos

Parks · Nature · Tours · Outdoors

Side Trip

Find places to stay Jan 2 — 6:

Monteverde, Costa Rica

— 2 nights
Monteverde is all about natural attractions, not surprising for an eco-tourism hotspot known for its cloud forests and rich diversity of animal life.
Start off your visit on the 7th (Fri): tour the pleasant surroundings at Ranario Monteverde Frog Pond and then tour the pleasant surroundings at Monteverde Cloud Forest Biological Reserve. Get ready for a full day of sightseeing on the next day: get to know the fascinating history of Santa Elena Skywalk and then kick your exploration up a notch at some of the top local zipline courses and adventure parks.

For ratings, where to stay, maps, and tourist information, go to the Monteverde driving holiday site.

Traveling by car from La Fortuna de San Carlos to Monteverde takes 3.5 hours. Alternatively, you can take a bus. Finish your sightseeing early on the 8th (Sat) so you can drive to Manuel Antonio.

Things to do in Monteverde

Wildlife · Parks · Adventure · Historic Sites
Find places to stay Jan 6 — 8:

Manuel Antonio, Costa Rica

— 2 nights
The rainforest meets the sea at Manuel Antonio National Park, a small but scenic natural preserve on the west coast of Costa Rica.
Kick off your visit on the 9th (Sun): kick back and relax at Playa Manuel Antonio and then get outside with Outdoor Activities. Keep things going the next day: take a pleasant ride with a tour on horseback and then get outside with Outdoor Activities.

To find where to stay, maps, traveler tips, and tourist information, use the Manuel Antonio journey maker app.

Traveling by car from Monteverde to Manuel Antonio takes 4 hours. Alternatively, you can take a bus. Wrap up your sightseeing on the 10th (Mon) to allow time to fly to Bogota.

Things to do in Manuel Antonio

Outdoors · Tours · Beaches · Parks

Side Trip

Find places to stay Jan 8 — 10:

Bogota, Colombia

— 2 nights

Athens of South America

Colombia's heart and soul, Bogota has earned the nickname "Athens of South America" thanks to its abundance of universities, libraries, and lower-level schools.
Kick off your visit on the 11th (Tue): contemplate the long history of Bolivar Square and then let your taste buds guide you at a local gastronomic tour. Keep things going the next day: take in the awesome beauty at Monserrate, then explore the world behind art at Museo Botero del Banco de la Republica, and then stop by Bta Capital.

Planning Bogota trip won't be overwhelming when you use Inspirock's itinerary maker.

Getting from Manuel Antonio to Bogota by flight takes about 6.5 hours. The time zone difference when traveling from Manuel Antonio to Bogota is 1 hour. In January, plan for daily highs up to 23°C, and evening lows to 7°C. Finish up your sightseeing early on the 12th (Wed) so you can catch the flight to Cartagena.

Things to do in Bogota

Tours · Historic Sites · Nature · Museums
Find places to stay Jan 10 — 12:

Cartagena, Colombia

— 2 nights

City of Heroes

The site of the continent's first Spanish colony, Cartagena retains much of its colonial flavor thanks to a World Heritage-listed old town, encircled by old walls and protected by imposing fortresses.
Start off your visit on the 13th (Thu): admire the masterpieces at La Presentacion Casa Museo Arte y Cultura, then contemplate the long history of Walled City of Cartagena, and then don't miss a visit to Plaza Santo Domingo. On the 14th (Fri), you'll have a packed day of sightseeing: take in the architecture and atmosphere at Sanctuary of Saint Peter Claver, make a trip to Castillo de San Felipe de Barajas, and then contemplate in the serene atmosphere at Convent of Santa Cruz de la Popa.

For reviews, photos, ratings, and more tourist information, you can read our Cartagena visit planner.

Getting from Bogota to Cartagena by flight takes about 3 hours. Other options: drive; or take a bus. Traveling from Bogota in January, expect nights in Cartagena to be warmer, around 28°C, while days are a bit warmer, around 36°C. Wrap up your sightseeing on the 14th (Fri) early enough to fly to San Andres Island.

Things to do in Cartagena

Historic Sites · Museums
Find places to stay Jan 12 — 14:

San Andres Island, Colombia

— 5 nights
The coral San Andres Island boasts a rich colonial history, exotic beaches, and a laidback, tropical lifestyle.
San Andres Island is known for nature, wildlife, and parks. Your trip includes some of its best attractions: discover the deep blue sea with Banda Dive Shop, enjoy the sand and surf at Playa de San Luis, explore the gorgeous colors at West View, and explore the striking landscape at Hoyo Soplador.

To find other places to visit, maps, more things to do, and tourist information, go to the San Andres Island trip site.

You can fly from Cartagena to San Andres Island in 3 hours. In January, plan for daily highs up to 34°C, and evening lows to 28°C. On the 19th (Wed), wrap the sightseeing up by early afternoon so you can fly to Kingston.

Things to do in San Andres Island

Parks · Outdoors · Beaches · Wildlife
Find places to stay Jan 14 — 19:

Kingston, Jamaica

— 1 night
The country's capital, Kingston offers all the excitement of a lively and storied city, while also housing the services and facilities travelers need to get around and see the rest of the island.
On the 20th (Thu), take your sightseeing to a higher altitude at Blue Mountains.

For maps, where to stay, and tourist information, go to the Kingston trip itinerary planner.

Getting from San Andres Island to Kingston by flight takes about 8 hours. In January, daily temperatures in Kingston can reach 36°C, while at night they dip to 27°C. Finish up your sightseeing early on the 20th (Thu) so you can go by car to Negril.

Things to do in Kingston

Nature · Parks
Find places to stay Jan 19 — 20:
Highlights from your trip

Negril, Jamaica

— 2 nights
Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.
On the 21st (Fri), surround yourself with nature on Kingsley's Take Care Tours - Day Tours, enjoy the sand and surf at Seven Mile Beach, and then relax and rejuvenate at some of the top local wellness centers. Keep things going the next day: explore the activities along Bloody Bay and then play a few rounds at Tryall Golf Course.

Quickly create a custom-made itinerary for Negril using our trip planner.

Traveling by car from Kingston to Negril takes 3.5 hours. Alternatively, you can take a bus. In January, daily temperatures in Negril can reach 35°C, while at night they dip to 26°C. Cap off your sightseeing on the 22nd (Sat) early enough to go by car to Ocho Rios.

Things to do in Negril

Outdoors · Beaches · Parks · Wildlife

Side Trip

Find places to stay Jan 20 — 22:

Ocho Rios, Jamaica

— 4 nights
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Explore the numerous day-trip ideas around Ocho Rios: Rose Hall (Rose Hall Great House & White Witch Golf Course), Blue Mountain Peak (in Blue Mountains National Park) and Bob Marley Museum (in St. Ann's Bay). There's much more to do: take in the dramatic scenery at Dunn's River Falls and Park, hike along Fern Gully, and get close to the beloved marine mammals with a swim-with-the-dolphins experience.

To find photos, ratings, more things to do, and tourist information, go to the Ocho Rios sightseeing tool.

You can drive from Negril to Ocho Rios in 3 hours. Another option is to take a bus. In January, daily temperatures in Ocho Rios can reach 36°C, while at night they dip to 27°C. Finish your sightseeing early on the 26th (Wed) so you can fly to Nassau.

Things to do in Ocho Rios

Outdoors · Parks · Nature · Trails

Side Trips

Find places to stay Jan 22 — 26:

Nassau, Bahamas

— 4 nights
On a trip to Nassau you can immerse yourself in a dynamic city atmosphere or spend your days lazing on the soft golden sands.
Nassau is known for theme parks, beaches, and shopping. Your trip includes some of its best attractions: play a few rounds at Ocean Club Golf Course, enjoy the sand and surf at Cable Beach, laugh and play at Aquaventure, and head off the coast to Blue Lagoon Island.

For reviews, other places to visit, maps, and other tourist information, you can read our Nassau trip builder site.

You can fly from Ocho Rios to Nassau in 5 hours. Prepare for little chillier weather when traveling from Ocho Rios in January: high temperatures in Nassau hover around 31°C and lows are around 22°C. Wrap up your sightseeing on the 30th (Sun) early enough to travel back home.

Things to do in Nassau

Parks · Outdoors · Beaches · Zoos & Aquariums

Side Trip

Find places to stay Jan 26 — 30:

Costa Rica travel guide

4.5
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.

Colombia travel guide

4
Historic Sites · Landmarks · Churches
Diverse in terms of landscapes, climates, and cultures, Colombia remains one of South America's least explored tourist destinations, overshadowed by its more popular southern neighbors. Combining the best of what the continent has to offer, a vacation in Colombia allows you to blend outdoor adventures with tours of picture-perfect cobblestoned towns dating back to the colonial era. Tourists on a Colombia holiday can easily hop from sun-kissed coastal spots to the hilly coffee-growing region, where thriving plantations quickly give way to a landscape of snow-covered volcanic peaks and the paramo--alpine ecosystems sheltering some of the rarest plants growing above the continuous forest line.

Jamaica travel guide

4.1
Waterfalls · Beaches · Nightlife
The third most populous English-speaking country in the Americas, Jamaica remains a member of the Commonwealth of Nations, with the British monarch its official head of state. Jamaica tourism thrives thanks to the island nation's reputation for natural beauty, outstanding cuisine, and lively music scene. The country's landscape is as diverse as its population, its tropical climate supporting varied ecosystems that include everything from savannahs to rugged mountain slopes. For most visitors, a holiday in Jamaica is a largely outdoor affair, with hiking, fishing, golfing, camping, snorkeling, horseback riding, and kite surfing among the most popular things to do.