57 days in Mexico, Caribbean & United States Itinerary

57 days in Mexico, Caribbean & United States Itinerary

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Route & dates

57 days in Mexico, Caribbean & United States Itinerary

Start: Los Angeles, United States
Fly:  3​h 45​min
1
San Jose del Cabo, Mexico
— 13 nights
Fly:  4​h
2
Mexico City, Mexico
— 5 nights
Fly:  4​h 45​min
3
Cancun, Mexico
— 7 nights
Fly:  4​h
4
Havana, Cuba
— 5 nights
Fly:  4​h
5
Miami, United States
— 10 nights
Fly:  4​h 15​min
6
Providenciales, Turks and Caicos
— 8 nights
Fly:  3​h 30​min
7
San Juan, Puerto Rico
— 8 nights
Fly:  5​h 30​min
End: Miami, United States

13
nights
San Jose del Cabo, Mexico

San Jose del Cabo ©
Underdeveloped and unexplored for most of its history, San Jose del Cabo emerged as a major tourist destination in the 1970s, when a growing number of sun-and-sand visitors discovered the area's appealing beaches.
Explore San Jose del Cabo's surroundings by going to Cabo San Lucas (El Arco de Cabo San Lucas, Adrenaline & Extreme Tours, &more). There's still lots to do: stroll through Chileno Beach, relax and rejuvenate at some of the best spas, get in on the family fun at Wild Canyon Adventures, and view the masterpieces at Frank Arnold Gallery.

To see traveler tips, other places to visit, reviews, and more tourist information, use the San Jose del Cabo journey maker tool .

Los Angeles, USA to San Jose del Cabo is an approximately 4-hour flight. You can also drive; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Los Angeles to San Jose del Cabo. Traveling from Los Angeles in September, San Jose del Cabo is a bit warmer at night with lows of 28°C. Finish your sightseeing early on the 16th (Wed) to allow enough time to travel to Mexico City.

Things to do in San Jose del Cabo

Outdoors Parks Beaches

Side Trips

Cabo San Lucas, Cuadra San Francisco
Highlights from your plan
A-maze-in Cabo Race ©
A-maze-in Cabo Race
El Arco de Cabo San Lucas ©
El Arco de Cabo San Lucas
Fishing Charters & Tours

5
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.
When in Mexico City, make a side trip to see Zona Arqueológica de Teotihuacan Estacionamiento Puerta 5 in San Juan Teotihuacan, approximately San Juan Teotihuacan away. There's lots more to do: learn more about the world around you at Museo Nacional de Antropologia, explore the world behind art at Palacio de Bellas Artes, let your taste buds guide you at a local gastronomic tour, and take in the spiritual surroundings of Metropolitan Cathedral (Catedral Metropolitana).

To find traveler tips, other places to visit, where to stay, and more tourist information, use the Mexico City trip builder site .

Traveling by flight from San Jose del Cabo to Mexico City takes 4 hours. Alternatively, you can do a combination of flight and bus; or drive. The time zone difference when traveling from San Jose del Cabo to Mexico City is 1 hour. In September, Mexico City is little chillier than San Jose del Cabo - with highs of 26°C and lows of 16°C. Wrap up your sightseeing on the 21st (Mon) early enough to travel to Cancun.

Things to do in Mexico City

Historic Sites Tours Museums

Side Trip

Zona Arqueológica de Teotihuacan Estacionamiento Puerta 5
Highlights from your plan
Museo Nacional de Antropologia ©
Museo Nacional de Antropologia
Palacio de Bellas Artes ©
Palacio de Bellas Artes
Museo Frida Kahlo ©
Museo Frida Kahlo

7
nights
Cancun, Mexico

Few destinations in Mexico dazzle visitors quite like Cancun, a modern resort town filled with glitzy hotels sitting on picturesque and well-developed Caribbean beaches.
Explore Cancun's surroundings by going to Akumal Beach (in Akumal), Cobá Zona Arqueológica Cobá (in Coba) and Playa del Carmen (Scuba & Snorkeling & Quinta Avenida). There's much more to do: get close to the beloved marine mammals with a swim-with-the-dolphins experience, explore the ancient world of El Rey Archaeological Zone, take in the pleasant sights at Av Kukulkan, and kick back and relax at Playa Delfines.

To find reviews, maps, other places to visit, and more tourist information, use the Cancun trip itinerary maker app .

You can fly from Mexico City to Cancun in 5 hours. Other options are to do a combination of bus and flight; or drive. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Traveling from Mexico City in September, expect Cancun to be a bit warmer, temps between 36°C and 28°C. Finish your sightseeing early on the 28th (Mon) to allow enough time to travel to Havana.

Things to do in Cancun

Outdoors Tours Wildlife

Side Trips

Playa del Carmen, Cobá Zona Arqueológica Cobá, Akumal Beach
Highlights from your plan
Swim with Dolphins
Scuba & Snorkeling
Cobá Zona Arqueológica Cobá ©
Cobá Zona Arqueológica Cobá

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.
Take a break from Havana with a short trip to Sirena Beach in Cayo Largo, about 2 hours away. There's still lots to do: make a trip to Malecón of Havana, steep yourself in history at Old Square (Plaza Vieja), get to know the fascinating history of Old Havana, and take an in-depth tour of Museum of the Revolution (Museo de la Revolucion).

To find more things to do, other places to visit, maps, and other tourist information, read our Havana holiday planner.

Fly from Cancun to Havana in 4 hours. In September, daytime highs in Havana are 36°C, while nighttime lows are 26°C. Wrap up your sightseeing on the 3rd (Sat) early enough to travel to Miami.

Things to do in Havana

Historic Sites Museums Tours

Side Trip

Sirena Beach
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Walking tours

10
nights
Miami, United States

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
You'll find plenty of places to visit near Miami: Scuba & Snorkeling (in Key Largo), Fishing Charters & Tours (in Islamorada) and Deering Point (in Palmetto Bay). There's much more to do: enjoy the sand and surf at South Beach, take a stroll through Lincoln Road, see the interesting displays at Vizcaya Museum and Gardens, and get a taste of the local shopping with Ocean Drive.

For where to stay, photos, other places to visit, and other tourist information, use the Miami day trip planning website .

You can fly from Havana to Miami in 4 hours. Alternatively, you can do a combination of flight and train. In October, daytime highs in Miami are 36°C, while nighttime lows are 27°C. Wrap up your sightseeing on the 13th (Tue) to allow time to travel to Providenciales.

Things to do in Miami

Parks Outdoors Tours

Side Trips

Miami Beach, Scuba & Snorkeling, Deering Point, Pinecrest Gardens, Fort Lauderdale Beach
Highlights from your plan
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road
Scuba & Snorkeling

8
nights
Providenciales, Turks and Caicos

Providenciales ©
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Spend the 21st (Wed) exploring nature at Princess Alexandra National Park. Next up on the itinerary: kick back and relax at Grace Bay Beach, tee off at Provo Golf Club, make a trip to Leeward Beach, and explore the wealth of natural beauty at Chalk Sound.

Find out how to plan Providenciales trip without stress by asking Inspirock to help create an itinerary.

Getting from Miami to Providenciales by flight takes about 4.5 hours. Other options: do a combination of train and flight. Expect a daytime high around 36°C in October, and nighttime lows around 30°C. Wrap up your sightseeing on the 21st (Wed) to allow time to travel to San Juan.

Things to do in Providenciales

Parks Outdoors Nature

Side Trip

Smith's Reef
Highlights from your plan
Grace Bay Beach ©
Grace Bay Beach
Provo Golf Club ©
Provo Golf Club
Little Water Cay ©
Little Water Cay

8
nights
San Juan, Puerto Rico

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Explore San Juan's surroundings by going to El Yunque Rain Forest (in El Yunque National Forest) and Luquillo (Luquillo Beach & Carabali Rainforest Park). There's lots more to do: steep yourself in history at Old San Juan, kick back and relax at Condado Beach, indulge your taste buds at Food & Drink, and tour the pleasant surroundings at Pine Grove Beach.

For topicsMoreInfo.option.ratings, photos, reviews, and more tourist information, read San Juan planning site .

Traveling by flight from Providenciales to San Juan takes 3.5 hours. Alternatively, you can do a combination of flight and car. You'll lose 1 hour traveling from Providenciales to San Juan due to the time zone difference. October in San Juan sees daily highs of 38°C and lows of 30°C at night. Wrap up your sightseeing by early afternoon on the 29th (Thu) to allow enough time to travel back home.

Things to do in San Juan

Outdoors Parks Tours

Side Trips

Luquillo, Casa Bacardi Puerto Rico, El Yunque Rain Forest, Pine Grove Beach
Highlights from your plan
Canyoning & Rappelling Tours
Old San Juan ©
Old San Juan
El Yunque Rain Forest ©
El Yunque Rain Forest

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