44 days in Mexico, Central America & Caribbean Itinerary

44 days in Mexico, Central America & Caribbean Itinerary

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Route & dates

Start: Sydney, Australia
Fly:  23 h
1
Mexico City, Mexico
— 4 nights
Fly:  6 h
2
Antigua, Guatemala
— 3 nights
Fly:  7 h 15 min
3
Caye Caulker, Belize
— 1 day
Ferry:  1 h
4
San Pedro, Belize
— 2 nights
Fly:  4 h 45 min
5
Playa del Carmen, Mexico
— 5 nights
Fly:  4 h 30 min
6
Havana, Cuba
— 5 nights
Drive:  4 h 15 min
7
Trinidad, Cuba
— 4 nights
Drive:  4 h
8
Varadero, Cuba
— 2 nights
Fly:  6 h 45 min
9
Ocho Rios, Jamaica
— 4 nights
Drive:  3 h
10
Negril, Jamaica
— 4 nights
Drive:  1 h 30 min
11
Montego Bay, Jamaica
— 8 nights
Fly:  24 h
End: Sydney, Australia

4
nights
Mexico City, Mexico

Mexico City ©
Breathtakingly large, Mexico City provides a home for almost 9 million people living in nearly 1,700 distinct neighborhoods.
Basilica de Santa Maria de Guadalupe and House of Tiles (Casa de los Azulejos) are good opportunities to explore the local culture. Explore hidden gems such as Coyoacan and Paseo de la Reforma. Step out of Mexico City with an excursion to Zona Arqueológica de Teotihuacan Estacionamiento Puerta 5 in San Juan Teotihuacan--about 1h 15 min away. There's still lots to do: examine the collection at Museo Memoria y Tolerancia, admire the striking features of Palacio Postal, explore the galleries of Monumento y Museo de la Revolucion, and explore the world behind art at Museo de Arte Popular.

For other places to visit, more things to do, maps, and tourist information, read Mexico City trip itinerary maker tool.

Sydney, Australia to Mexico City is an approximately 23-hour flight. Due to the time zone difference, you'll gain 16 hours traveling from Sydney to Mexico City. Expect a bit warmer temperatures when traveling from Sydney in June; daily highs in Mexico City reach 28°C and lows reach 16°C. Wrap up your sightseeing on the 9th (Tue) to allow time to travel to Antigua.

Things to do in Mexico City

Museums Historic Sites Neighborhoods

Side Trip

Zona Arqueológica de Teotihuacan Estacionamiento Puerta 5
Find places to stay Jun 5 — 9:
Highlights from your plan
Coyoacan ©
Coyoacan
Basilica de Santa Maria de Guadalupe ©
Basilica de Santa Maria de Guadalupe
Museo Soumaya ©
Museo Soumaya

3
nights
Antigua, Guatemala

The former capital of Guatemala and a World Heritage Site, Antigua retains its colonial charm and remains one of the most visited destinations in the country.
Visit Arco de Santa Catalina and Iglesia de La Merced for their historical value. Satisfy your inner culture vulture at Casa Santo Domingo Museums and The Plaza Central Park. Step out of Antigua with an excursion to Paseo Cayala in Guatemala City--about 1h 10 min away. Next up on the itinerary: get impressive views of Volcán Pacaya, see the interesting displays at ChocoMuseo, take in the spiritual surroundings of Colegio de San Jeronimo, and stop by Casa El Patio.

To see photos, where to stay, maps, and tourist information, read our Antigua trip website.

Getting from Mexico City to Antigua by flight takes about 7.5 hours. Other options: drive; or take a bus. In June, daytime highs in Antigua are 29°C, while nighttime lows are 19°C. Finish your sightseeing early on the 12th (Fri) so you can travel to Caye Caulker.

Things to do in Antigua

Tours Nature Historic Sites

Side Trip

Paseo Cayala
Find places to stay Jun 9 — 12:
Highlights from your plan
Coffee & Tea Tours
Arco de Santa Catalina ©
Arco de Santa Catalina
ChocoMuseo ©
ChocoMuseo

1
day
Caye Caulker, Belize

Caye Caulker ©
At just under 8 km (5 mi) long and 1.6 km (1 mi) wide, the limestone coral island of Caye Caulker offers a small but perfectly formed getaway 32 km (20 mi) offshore from Belize City.
On the 13th (Sat), don't miss a visit to Shark Ray Alley and then discover the deep blue sea with a scuba or snorkeling tour.

To find maps, reviews, more things to do, and other tourist information, use the Caye Caulker itinerary website.

Fly from Antigua to Caye Caulker in 8.5 hours. Prepare for a bit warmer weather when traveling from Antigua in June: high temperatures in Caye Caulker hover around 36°C and lows are around 30°C. Wrap up your sightseeing on the 13th (Sat) to allow time to ride a ferry to San Pedro.

Things to do in Caye Caulker

Wildlife Tours Outdoors

Side Trip

Shark Ray Alley
Find places to stay Jun 12 — 13:
Highlights from your plan
Shark Ray Alley ©
Shark Ray Alley
Scuba & Snorkeling

2
nights
San Pedro, Belize

San Pedro evolved from small fishing village and now represents one of the most visited locations in Belize.
Kick off your visit on the 14th (Sun): indulge in some personalized pampering at some of the best spas and then take a tour by water with Boat Tours & Water Sports. Get ready for a full day of sightseeing on the 15th (Mon): take the plunge with a skydiving experience.

For maps, ratings, reviews, and other tourist information, read San Pedro route planning tool.

Getting from Caye Caulker to San Pedro by ferry takes about 1.5 hours. Other options: fly. In June, daily temperatures in San Pedro can reach 36°C, while at night they dip to 30°C. On the 15th (Mon), wrap the sightseeing up by early afternoon so you can travel to Playa del Carmen.

Things to do in San Pedro

Tours Wildlife Outdoors
Find places to stay Jun 13 — 15:
Highlights from your plan
Fishing Charters & Tours
Spas
Skydiving

5
nights
Playa del Carmen, Mexico

The tourist hub of the popular Mayan Riviera, upscale Playa del Carmen remains the jewel of Mexico's Caribbean coastline.
Explore hidden gems such as Palancar Reef and Shark Diving. Popular historic sites such as Nuestra Senora del Carmen Catholic Church and Scorpion’s Temple are in your itinerary. Explore the numerous day-trip ideas around Playa del Carmen: Tulum (Gran Cenote, Climbing Tours, &more), Aktun Chen (in Akumal) and Cozumel (Paradise Beach Cozumel & The Amazing Cozumel Race).

For photos, traveler tips, where to stay, and tourist information, read our Playa del Carmen road trip planning app.

Traveling by flight from San Pedro to Playa del Carmen takes 7.5 hours. Alternatively, you can do a combination of ferry and bus. You'll lose 1 hour traveling from San Pedro to Playa del Carmen due to the time zone difference. Expect little chillier evenings in Playa del Carmen when traveling from San Pedro in June, with lows around 26°C. Wrap up your sightseeing on the 20th (Sat) to allow time to travel to Havana.

Things to do in Playa del Carmen

Outdoors Tours Nature

Side Trips

Tulum, Cozumel, Cancun, Aktun Chen
Find places to stay Jun 15 — 20:
Highlights from your plan
Climbing Tours
Palancar Reef ©
Palancar Reef
Shark Diving

5
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
You'll discover tucked-away gems like Palacio De Los Capitanes Generales and Fusterlandia. Popular historic sites such as Church and Convent of St. Francis of Asisi and Havana Cathedral are in your itinerary. Step out of Havana to go to Matanzas and see Puente de Bacunayagua, which is approximately 1h 30 min away. The adventure continues: steep yourself in history at El Morro, visit Vedado, appreciate the history behind El Cristo De La Habana, and don't miss a visit to Plaza de San Francisco.

To find more things to do, maps, and more tourist information, read our Havana trip itinerary maker site.

Traveling by flight from Playa del Carmen to Havana takes 5 hours. In June, daytime highs in Havana are 36°C, while nighttime lows are 26°C. Finish your sightseeing early on the 25th (Thu) to allow enough time to drive to Trinidad.

Things to do in Havana

Historic Sites Neighborhoods Museums

Side Trip

Puente de Bacunayagua
Find places to stay Jun 20 — 25:
Highlights from your plan
Palacio De Los Capitanes Generales ©
Palacio De Los Capitanes Generales
Finca Vigía ©
Finca Vigía
Church and Convent of St. Francis of Asisi ©

4
nights
Trinidad, Cuba

Trinidad ©
Built on sugar and seemingly preserved in molasses, the town of Trinidad attracts visitors with its well-aged 19th century architecture and rustic charm, showcasing the sounds, scents, and sights of days gone by.
Satisfy your inner culture vulture at El Nicho Waterfalls and Iglesia de San Juan Batista. Get outdoors at Topes de Collantes and Salto del Caburni. Explore the numerous day-trip ideas around Trinidad: Cienfuegos (Parque Jose Marti & Palacio de Valle) and Santa Clara (Catedral de Santa Clara de Asis & Che Guevara Mausoleum). There's lots more to do: don't miss a visit to Plaza Mayor, take in panoramic vistas at Iznaga Tower, take in the architecture and atmosphere at Church of the Holy Trinity, and examine the collection at Colonial Architecture Museum.

For photos, more things to do, reviews, and tourist information, read Trinidad online trip itinerary planner.

Traveling by car from Havana to Trinidad takes 4 hours. Alternatively, you can take a shuttle; or take a bus. Traveling from Havana in June, you can expect nighttime temperatures to be a bit warmer in Trinidad, with lows of 36°C. Wrap up your sightseeing on the 29th (Mon) early enough to drive to Varadero.

Things to do in Trinidad

Parks Nature Historic Sites

Side Trips

Cienfuegos, Santa Clara, Iglesia de San Juan Batista, Topes de Collantes
Find places to stay Jun 25 — 29:
Highlights from your plan
El Nicho Waterfalls ©
El Nicho Waterfalls
Topes de Collantes ©
Topes de Collantes
Iglesia de San Juan Batista ©
Iglesia de San Juan Batista

2
nights
Varadero, Cuba

Varadero ©
One of the largest resort towns in the Caribbean, Varadero boasts a 20 km (12 mi) long stretch of sand, lined with hotels and all-inclusive resorts.
Start off your visit on the 30th (Tue): walk around Josone Park, thenexamine the collection at House of Rum, thendelve into the distant past at Cueva de Ambrosio, and finally enjoy the sand and surf at Cayos Blancos. Here are some ideas for day two: make a trip to Parque Central, Head underground at Cueva de Saturno, and then kick back and relax at Coral Beach - Playa Coral.

For reviews, maps, traveler tips, and tourist information, you can read our Varadero tour itinerary website.

Drive from Trinidad to Varadero in 4 hours. Alternatively, you can take a bus. Traveling from Trinidad in June, plan for little chillier nights in Varadero, with lows around 25°C. Finish your sightseeing early on the 1st (Wed) so you can travel to Ocho Rios.

Things to do in Varadero

Parks Beaches Outdoors

Side Trip

Cayos Blancos
Find places to stay Jun 29 — Jul 1:
Highlights from your plan
Cayos Blancos ©
Cayos Blancos
Coral Beach - Playa Coral ©
Coral Beach - Playa Coral
Cueva de Saturno ©
Cueva de Saturno

4
nights
Ocho Rios, Jamaica

A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Step off the beaten path and head to Horseback Riding Tours and Rainforest Adventures. Step out of the city life by going to Swim with Dolphins and Sharkies Beach. Step out of Ocho Rios to go to Runaway Bay and see Green Grotto Caves, which is approximately 38 minutes away. There's much more to do: pause for some serene contemplation at Our Lady of Perpetual Help Church, walk around Konoko Falls, contemplate the waterfront views at White River, and admire the sheer force of Laughing Waters.

To see traveler tips, maps, ratings, and more tourist information, read Ocho Rios online sightseeing planner.

Getting from Varadero to Ocho Rios by flight takes about 7.5 hours. Traveling from Varadero in July, expect a bit warmer with lows of 30°C in Ocho Rios. Finish up your sightseeing early on the 5th (Sun) so you can go by car to Negril.

Things to do in Ocho Rios

Outdoors Parks Tours

Side Trips

Runaway Bay, Our Lady of Perpetual Help Church
Find places to stay Jul 1 — 5:
Highlights from your plan
River Rafting & Tubing
Horseback Riding Tours
Swim with Dolphins

4
nights
Negril, Jamaica

Negril ©
Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.
Step off the beaten path and head to Negril Cliffs and Blue Hole Mineral Spring. Get outdoors at Bloody Bay and Barney's Flower & Hummingbird Garden Jamaica. Change things up with these side-trips from Negril: Original Mayfield Falls (in Pennycooke) and YS Falls (in Saint Elizabeth Parish). And it doesn't end there: indulge in some personalized pampering at some of the best spas, admire the architecture and history at St Mary Catholic Church, Revival, Jamaica, and head off the coast to Booby Cay Island.

To find reviews, photos, maps, and tourist information, you can read our Negril road trip planning app.

Traveling by car from Ocho Rios to Negril takes 3 hours. Alternatively, you can take a bus. In July in Negril, expect temperatures between 39°C during the day and 29°C at night. Finish up your sightseeing early on the 9th (Thu) so you can go by car to Montego Bay.

Things to do in Negril

Parks Nature Beaches

Side Trips

Original Mayfield Falls, Blue Hole Mineral Spring, YS Falls
Find places to stay Jul 5 — 9:
Highlights from your plan
Negril Cliffs ©
Negril Cliffs
Bloody Bay ©
Bloody Bay
YS Falls ©
YS Falls

8
nights
Montego Bay, Jamaica

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.
Escape the urban bustle at Nature & Wildlife Tours and Red Stripe Beach. Satisfy your inner culture vulture at Rose Hall Great House and Barnett Estate Plantation. Change things up with these side-trips from Montego Bay: Falmouth (Adrenaline & Extreme Tours, Blue Waters Beach Club, &more). Next up on the itinerary: identify plant and animal life at Wildlife Areas, take in the architecture and atmosphere at St James Parish Church, explore the activities along Martha Brae Rafting Village, and tour the pleasant surroundings at Cornwall Beach.

For where to stay, ratings, and more tourist information, go to the Montego Bay holiday maker site.

You can drive from Negril to Montego Bay in 1.5 hours. Alternatively, you can take a bus. In July in Montego Bay, expect temperatures between 39°C during the day and 29°C at night. Cap off your sightseeing on the 17th (Fri) early enough to travel back home.

Things to do in Montego Bay

Outdoors Parks Wildlife

Side Trips

Falmouth, Bamboo Avenue
Find places to stay Jul 9 — 17:
Highlights from your plan
Nature & Wildlife Tours
Scuba & Snorkeling
Rose Hall Great House ©
Rose Hall Great House

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