59 days in United States, Mexico, South America & Caribbean Itinerary

59 days in United States, Mexico, South America & Caribbean Itinerary

Make it your trip
Fly
1
New Orleans, United States
— 6 nights
Fly
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Key West, United States
— 7 nights
Fly
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Playa del Carmen, Mexico
— 7 nights
Fly
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Mexico City, Mexico
— 6 nights
Fly
5
Cusco, Peru
— 7 nights
Bus to Ollantaytambo, Train to Machu Picchu
6
Machu Picchu, Peru
— 2 nights
Fly
7
Negril, Jamaica
— 5 nights
Drive
8
Ocho Rios, Jamaica
— 11 nights
Drive
9
Montego Bay, Jamaica
— 6 nights
Fly

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New Orleans, United States — 6 nights

Known for its Creole cuisine, rich musical tradition, and nearby swamps and plantations, New Orleans is one of the nation's oldest cities.
You'll explore the less-touristy side of things at Nature & Wildlife Tours and Whitney Plantation. Escape the urban bustle at Ultimate Swamp Adventures and Jean Lafitte National Historical Park and Preserve. Step out of New Orleans with an excursion to Laura: Louisiana's Creole Heritage Site in Vacherie--about 58 minutes away. There's lots more to do: sample the fine beverages at Old New Orleans Rum Distillery, see the interesting displays at The National WWII Museum, stroll the grounds of Lafayette Cemetery No.1, and get to know the fascinating history of French Quarter.

To see where to stay, maps, reviews, and tourist information, read our New Orleans vacation builder.

Berlin, Germany to New Orleans is an approximately 17-hour flight. The time zone changes from Central European Standard Time to Central Standard Time, which is usually a -7 hour difference. Expect a daytime high around 33°C in September, and nighttime lows around 33°C. Finish your sightseeing early on the 7th (Thu) so you can fly to Key West.
Museums · Wildlife · Historic Sites · Parks
Side Trips
Find places to stay Sep 1 — 7:

Key West, United States — 7 nights

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
You'll enjoy a bit of beach vacationing at Bahia Honda State Park and Sombrero Beach. Visiting Dolphin Research Center and Key West Butterfly & Nature Conservatory will get you outdoors. Step out of Key West with an excursion to Sombrero Reef in Marathon--about 1h 5 min away. There's lots more to do: get a new perspective on things with Boat Tours & Water Sports, step aboard U.S. Coast Guard Cutter Ingham Maritime Museum, see the interesting displays at Mel Fisher Maritime Heritage Museum, and indulge in some personalized pampering at some of the best spas.

To find ratings, other places to visit, more things to do, and more tourist information, read our Key West journey maker.

Getting from New Orleans to Key West by flight takes about 5.5 hours. Other options: fly; or drive; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from New Orleans to Key West. September in Key West sees daily highs of 36°C and lows of 31°C at night. Wrap up your sightseeing on the 14th (Thu) to allow time to fly to Playa del Carmen.
Parks · Museums · Outdoors · Historic Sites
Side Trips
Find places to stay Sep 7 — 14:

Playa del Carmen, Mexico — 7 nights

The tourist hub of the popular Mayan Riviera, upscale Playa del Carmen remains the jewel of Mexico's Caribbean coastline.
Your itinerary includes some good beach time at Playa Delfines and Playa Del Carmen. Get in touch with nature at Ecopark Kantun Chi and LabnaHa Cenotes & Eco Park. Explore the numerous day-trip ideas around Playa del Carmen: Parroquia de Cristo Resucitado (in Cancun) and Cenote Santa Cruz (in Akumal). The adventure continues: get outside with Outdoor Activities, explore the fascinating underground world of Cenote Chaak Tun, look for gifts at Vidrio Soplado Mexicano, and view the masterpieces at Gaston Charo Art Gallery Playa del Carmen.

To find out how to plan a trip to Playa del Carmen, use our trip itinerary maker.

Fly from Key West to Playa del Carmen in 7 hours. Alternatively, you can drive; or take a bus. Traveling from Key West in September, you can expect nighttime temperatures to be a bit cooler in Playa del Carmen, with lows of 26°C. Cap off your sightseeing on the 21st (Thu) early enough to catch the flight to Mexico City.
Parks · Outdoors · Nature · Wildlife
Side Trips
Find places to stay Sep 14 — 21:

Mexico City, Mexico — 6 nights

Breathtakingly large, Mexico City provides a home for almost 9 million people living in nearly 1,700 distinct neighborhoods.
You'll discover tucked-away gems like Palacio de Bellas Artes and Museo del Templo Mayor. Get some cultural insight at Museo Nacional de Antropologia and Beer Tastings & Tours. There's still lots to do: make a trip to Murales de Diego Rivera en la Secretaria de Educacion Publica, admire the striking features of Gran Hotel Ciudad de Mexico, appreciate the history behind Monumento y Museo de la Revolucion, and stop by San Angel.

To find other places to visit, more things to do, photos, and other tourist information, you can read our Mexico City trip planner.

Traveling by flight from Playa del Carmen to Mexico City takes 4 hours. Alternatively, you can drive; or take a bus. Traveling from Playa del Carmen to Mexico City, you'll gain 1 hour due to the time zone difference. In September, Mexico City is a bit cooler than Playa del Carmen - with highs of 26°C and lows of 16°C. Wrap up your sightseeing by early afternoon on the 27th (Wed) to allow enough time to fly to Cusco.
Museums · Neighborhoods · Tours · Breweries & Distilleries
Find places to stay Sep 21 — 27:

Cusco, Peru — 7 nights

Capital of the Inca Empire for three centuries, World Heritage-listed Cusco is now a major tourist destination, drawing nearly 2 million annual tourists with its well-preserved colonial architecture and proximity to Machu Picchu.
Eschew the tourist crowds and head to Spas & Wellness and Horseback Riding Tours. Get in touch with nature at Santuario Animal de Cochahuasi and Kayaking & Canoeing. There's still lots to do: hike along exploor, admire the masterpieces at Museo de Arte Precolombino, explore the ancient world of Q'enqo, and contemplate the long history of Plaza de Armas.

For ratings, where to stay, maps, and more tourist information, read Cusco online day trip planner.

Getting from Mexico City to Cusco by flight takes about 11.5 hours. The time zone difference when traveling from Mexico City to Cusco is 1 hour. Traveling from Mexico City in September, Cusco is slightly colder at night with lows of 5°C. Wrap up your sightseeing on the 4th (Wed) to allow time to drive to Machu Picchu.
Outdoors · Tours · Historic Sites · Parks
Find places to stay Sep 27 — Oct 4:

Machu Picchu, Peru — 2 nights

A symbol of the Incan civilization, the abandoned city of Machu Picchu represents a must-see on a Peru vacation.
On the 5th (Thu), soothe aching muscles at SPA Rocas Sagradas and then tour the pleasant surroundings at Jardin Botanico en Machu Pichu.

To see ratings, traveler tips, reviews, and more tourist information, refer to the Machu Picchu trip builder tool.

You can do a combination of bus and train from Cusco to Machu Picchu in 4 hours. Other options are to drive; or do a combination of bus and train; or take a train. On the 6th (Fri), you'll travel to Negril.
Parks · Spas · Wildlife
Find places to stay Oct 4 — 6:
Highlights from your trip

Negril, Jamaica — 5 nights

Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.
Escape the urban bustle at Original Mayfield Falls Jamaica and Kingsley's Take Care Tours - Day Tours. You'll enjoy a bit of beach vacationing at Seven Mile Beach and Bluefields Beach. The adventure continues: explore the activities along Bloody Bay, head outdoors with Outdoor Activities, Head underground at The Throne Room, and identify plant and animal life at Wildlife Areas.

To see maps, reviews, and more tourist information, refer to the Negril trip planner.

Traveling by flight from Machu Picchu to Negril takes 10.5 hours. In October in Negril, expect temperatures between 38°C during the day and 28°C at night. Finish your sightseeing early on the 11th (Wed) so you can drive to Ocho Rios.
Parks · Outdoors · Nature · Beaches
Side Trips
Find places to stay Oct 6 — 11:

Ocho Rios, Jamaica — 11 nights

A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Get a sense of the local culture at Blue Mountain Peak and Coyaba River Garden and Museum. We've included these beaches for you: Jamaica Grande Beach and James Bond Beach. You'll find plenty of places to visit near Ocho Rios: Bob Marley Museum (in St. Ann's Bay) and Puerto Seco Beach (in Discovery Bay). The adventure continues: take in the dramatic scenery at Dunn's River Falls and Park, kick back and relax at Pearly Beach, stroll through Ocho Rios Bay Beach, and get outside with Outdoor Activities.

For other places to visit, maps, traveler tips, and more tourist information, refer to the Ocho Rios journey planner.

You can drive from Negril to Ocho Rios in 3 hours. Another option is to take a bus. Expect a daytime high around 38°C in October, and nighttime lows around 30°C. Cap off your sightseeing on the 22nd (Sun) early enough to go by car to Montego Bay.
Parks · Outdoors · Beaches · Nature
Side Trips
Find places to stay Oct 11 — 22:

Montego Bay, Jamaica — 6 nights

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.
Get some cultural insight at Rose Hall Great House and Ahhh...Ras Natango Gallery and Garden. You'll explore the less-touristy side of things at Nature & Wildlife Tours and Cornwall Beach. You'll find plenty of places to visit near Montego Bay: Falmouth (Burwood Beach & Fishing Charters & Tours). Next up on the itinerary: identify plant and animal life at Rastasafari Experience, browse the different shops at Main Street Rose Hall, kick back and relax at Doctor's Cave Beach, and explore the activities along Martha Brae Rafting Village.

To see more things to do, reviews, traveler tips, and tourist information, you can read our Montego Bay route planner.

Drive from Ocho Rios to Montego Bay in 2 hours. Alternatively, you can take a bus. In October in Montego Bay, expect temperatures between 38°C during the day and 28°C at night. Cap off your sightseeing on the 28th (Sat) early enough to catch the flight back home.
Outdoors · Parks · Wildlife · Tours
Side Trips
Find places to stay Oct 22 — 28:

United States travel guide

4.5
Specialty Museums · Nightlife · Beaches
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.

Florida travel guide

4.3
Disney Parks & Activities · Beaches · Theme Parks
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.

Mexico travel guide

4.5
Ruins · Beaches · Scuba & Snorkeling
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.

Peru travel guide

4.6
Historic Sites · Parks · Landmarks
Land of the Incas
In a country renowned for its pre-Columbian archeological sites, no Peru vacation would be complete without an adrenaline-inducing hike to Machu Picchu, World Heritage-listed symbol of the once-mighty Incan Empire. Aside from visiting these spectacular ruins set against the backdrop of photogenic mountain peaks, most holidays in Peru also include an exploration of the country's pretty cities, boasting well-preserved colonial architecture and a slew of modern buildings housing fine museums, galleries, shops, and restaurants. Ideal for active vacationers, Peru trips are also tailor-made for gourmands, as the country's eclectic cuisine blends tasty influences from Africa, Asia, and Europe.

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.