29 days in United States, Cancun & Cuba Itinerary

29 days in United States, Cancun & Cuba Itinerary

Created using Inspirock trip planner

Plan created by another user. Make it yours
1
Washington DC, United States
— 3 nights
2
Chicago, United States
— 3 nights
3
Las Vegas, United States
— 3 nights
4
San Francisco, United States
— 4 nights
5
Cancun, Mexico
— 3 nights
6
Havana, Cuba
— 3 nights
7
Cayo Largo, Cuba
— 1 night
8
Trinidad, Cuba
— 1 night
9
Cayo Guillermo, Cuba
— 1 night
10
New York City, United States
— 6 nights

S M T W T F S
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3
nights
Washington DC, United States

Washington DC ©
The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Washington DC is known for museums, historic sites, and nightlife. Your plan includes some of its best attractions: admire the masterpieces at National Gallery of Art, appreciate the history behind Vietnam Veterans Memorial, get a new perspective on nature at Smithsonian National Museum of Natural History, and get lost in a book at Library of Congress.

To see other places to visit, traveler tips, maps, and more tourist information, you can read our Washington DC trip itinerary tool.

Jeddah, Saudi Arabia to Washington DC is an approximately 17.5-hour flight. Due to the time zone difference, you'll gain 8 hours traveling from Jeddah to Washington DC. Plan for little chillier temperatures traveling from Jeddah in June, with highs in Washington DC at 35°C and lows at 24°C. Finish your sightseeing early on the 4th (Thu) so you can travel to Chicago.

Things to do in Washington DC

Museums · Parks · Zoos & Aquariums · Nature
Highlights from your trip
©
Specialty Museum
National Air and Space Museum
4.6

3
nights
Chicago, United States

Chicago ©

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, parks, and nightlife. Your plan includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, admire the landmark architecture of Frank Lloyd Wright Home and Studio, get curious at Museum of Science and Industry, and get up close and personal with brilliant marine life at Shedd Aquarium.

Before you visit Chicago, use our trip planner to discover what you can do and see there.

You can fly from Washington DC to Chicago in 4 hours. Alternatively, you can drive; or take a train. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. Prepare for a bit cooler weather when traveling from Washington DC in June: high temperatures in Chicago hover around 32°C and lows are around 20°C. Finish your sightseeing early on the 7th (Sun) to allow enough time to travel to Las Vegas.

Things to do in Chicago

Museums · Historic Sites · Childrens Museums · Fun & Games

Side Trip

Highlights from your trip

3
nights
Las Vegas, United States

Sin City

Nicknamed the "Entertainment Capital of the World," Las Vegas sits in the middle of a desert in the southern section of Nevada.
Take a break from Las Vegas with a short trip to Hoover Dam in Boulder City, about 50 minutes away. And it doesn't end there: shop like a local with The Strip, enjoy some diversion at Strip Gun Club, browse the different shops at The Forum Shops at Caesars, and indulge in some culinary diversions at a local gastronomic tour.

To see traveler tips, reviews, other places to visit, and other tourist information, you can read our Las Vegas tour planning website.

You can fly from Chicago to Las Vegas in 6 hours. Other options are to drive; or do a combination of train and bus. The time zone difference when traveling from Chicago to Las Vegas is minus 2 hours. Expect much warmer weather when traveling from Chicago in June: highs in Las Vegas hover around 46°C, while lows dip to 29°C. Finish up your sightseeing early on the 10th (Wed) so you can travel to San Francisco.

Things to do in Las Vegas

Fun & Games · Shopping · Casinos · Neighborhoods

Side Trip

Highlights from your trip
©
Must see
Food Tours
4.9
©
Shopping
The Strip
4.1

4
nights
San Francisco, United States

San Francisco ©

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
San Francisco is known for nature, parks, and museums. Your plan includes some of its best attractions: take in the views from Golden Gate Bridge, take in panoramic vistas at Coit Tower, examine the collection at Exploratorium, and walk around Golden Gate Park.

For other places to visit, maps, where to stay, and other tourist information, read San Francisco travel route planner.

You can fly from Las Vegas to San Francisco in 4.5 hours. Alternatively, you can drive; or take a bus. In June, San Francisco is cooler than Las Vegas - with highs of 25°C and lows of 15°C. On the 14th (Sun), wrap the sightseeing up by early afternoon so you can travel to Cancun.

Things to do in San Francisco

Museums · Parks · Historic Sites · Childrens Museums
Highlights from your trip
©
Science Museum
Exploratorium
4.6

3
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.
Go for a jaunt from Cancun to Puerto Morelos to see Spas about 36 minutes away. And it doesn't end there: browse the different shops at La Isla Shopping Village, stop by Joyería Ambarte, fulfill a lifelong dream with a swim-with-the-dolphins experience, and delve into the distant past at Zona Arqueologica El Rey.

To see reviews, other places to visit, traveler tips, and tourist information, read Cancun travel route planning site.

Fly from San Francisco to Cancun in 9.5 hours. Alternatively, you can drive; or do a combination of subway, train, and bus. You'll lose 3 hours traveling from San Francisco to Cancun due to the time zone difference. Traveling from San Francisco in June, expect nights in Cancun to be warmer, around 29°C, while days are somewhat warmer, around 36°C. Finish your sightseeing early on the 17th (Wed) to allow enough time to travel to Havana.

Things to do in Cancun

Outdoors · Parks · Beaches · Wildlife

Side Trip

Highlights from your trip
©
Swim with Dolphins
Swim with Dolphins
3.7
©
World heritage site
La Isla Shopping Village
4.0

3
nights
Havana, Cuba

Rome of the Caribbean

Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Havana is known for historic sites, nightlife, and museums. Your plan includes some of its best attractions: don't miss a visit to Malecón of Havana, take in the local highlights with Walking tours, contemplate the long history of El Morro, and admire the masterpieces at Museu Nacional de Belas Artes de Cuba.

Discover how to plan a Havana trip in just a few steps with Inspirock's itinerary builder.

Getting from Cancun to Havana by flight takes about 4.5 hours. Traveling from Cancun in June, expect a bit cooler with lows of 26°C in Havana. Finish your sightseeing early on the 20th (Sat) so you can take a bus to Cayo Largo.

Things to do in Havana

Highlights from your trip
©
Historic Walking Area
Malecón of Havana
3.9
©
Must see
Walking tours
4.9

1
night
Cayo Largo, Cuba

Cayo Largo ©
The stress of modern life feels a million miles away when you holiday on Cayo Largo, a small and unspoiled resort island off the coast of Cuba.
Kick off your visit on the 21st (Sun): enjoy the sand and surf at Sirena Beach and then kick back and relax at Playa Paraiso.

To find ratings, other places to visit, and tourist information, go to the Cayo Largo online trip planner.

Traveling by bus from Havana to Cayo Largo takes 5.5 hours. Alternatively, you can fly. June in Cayo Largo sees daily highs of 36°C and lows of 28°C at night. Finish up your sightseeing early on the 21st (Sun) so you can catch the bus to Trinidad.

Things to do in Cayo Largo

Beaches · Outdoors · Parks
Highlights from your trip
©
Beach
Sirena Beach
4.7

1
night
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.
On the 22nd (Mon), kick back and relax at Ancon Beach, take your sightseeing to a higher altitude at Topes de Collantes, then see the interesting displays at Museo de Historia Municipal, and finally make a trip to Plaza Mayor.

For maps, ratings, more things to do, and other tourist information, read our Trinidad travel planner.

Take a bus from Cayo Largo to Trinidad in 4.5 hours. Plan for somewhat warmer nights when traveling from Cayo Largo in June since evenings lows in Trinidad dip to 36°C. Finish your sightseeing early on the 22nd (Mon) to allow enough time to drive to Cayo Guillermo.

Things to do in Trinidad

Parks · Nature · Wildlife · Beaches

Side Trip

Highlights from your trip
©
Landmark
Plaza Mayor
4.6
©
Beach
Ancon Beach
3.8

1
night
Cayo Guillermo, Cuba

Cayo Guillermo
A kay of the Jardines del Rey archipelago, Cayo Guillermo has become a popular international tourist destination, buoyed by the construction of luxury all inclusive resorts that dot the paradisal island.
On the 23rd (Tue), enjoy the sand and surf at Cayo Guillermo and then kick back and relax at Playa Pilar.

Discover how to plan a Cayo Guillermo trip in just a few steps with Inspirock's itinerary builder.

You can drive from Trinidad to Cayo Guillermo in 4 hours. Other options are to do a combination of bus, train, and taxi; or do a combination of bus and car. Traveling from Trinidad in June, Cayo Guillermo is a bit cooler at night with lows of 28°C. Wrap up your sightseeing by early afternoon on the 23rd (Tue) to allow enough time to travel to New York City.

Things to do in Cayo Guillermo

Beaches · Outdoors · Parks
Highlights from your trip
Beach
Playa Pilar
4.5

6
nights
New York City, United States

New York City ©

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
New York City is known for museums, nightlife, and shopping. Your plan includes some of its best attractions: go for a walk through Central Park, steep yourself in history at Ellis Island, take in the architecture and atmosphere at St. Patrick's Cathedral, and learn more about the world around you at American Museum of Natural History.

For other places to visit, photos, maps, and other tourist information, you can read our New York City online trip itinerary planner.

Traveling by flight from Cayo Guillermo to New York City takes 10.5 hours. Plan for a bit cooler temperatures traveling from Cayo Guillermo in June, with highs in New York City at 31°C and lows at 21°C. Cap off your sightseeing on the 29th (Mon) early enough to travel back home.

Things to do in New York City

Museums · Parks · Historic Sites · Tours
Highlights from your trip
©
Must see
Central Park
4.8
©
Must see
Empire State Building
4.4
©
Must see
9/11 Memorial
4.7

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