13 days in Chicago & Riviera Maya Itinerary

13 days in Chicago & Riviera Maya Itinerary

Created using Inspirock journey planner

Make it your trip
Fly
1
Chicago, United States
— 5 nights
Fly
2
Puerto Morelos, Mexico
— 1 night
Drive
3
Tulum, Mexico
— 6 nights
Fly

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Chicago, United States

— 5 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Do some cultural sightseeing at The Art Institute of Chicago and Basilica of the Sacred Heart. You'll explore the less-touristy side of things at Harley-Davidson Museum and Richard H. Driehaus Museum. Explore the numerous day-trip ideas around Chicago: South Bend (Grotto of Our Lady Lourdes & Rum Village Park), Hickory Creek Winery (in Buchanan) and Saint Joseph (Krasl Art Center & Silver Beach County Park). Next up on the itinerary: admire the masterpieces at Milwaukee Art Museum, get to know the fascinating history of Chicago Riverwalk, take in the architecture and atmosphere at St. Edmund Parish, and explore the landscape on two wheels at Lakefront Trail.

To find ratings, traveler tips, maps, and more tourist information, read Chicago tour builder tool.

Detroit to Chicago is an approximately 4.5-hour flight. You can also drive; or take a train. The time zone difference when traveling from Detroit to Chicago is minus 1 hour. May in Chicago sees daily highs of 71°F and lows of 52°F at night. Wrap up your sightseeing on the 6th (Sat) early enough to travel to Puerto Morelos.

Things to do in Chicago

Historic Sites · Museums · Parks · Outdoors

Side Trips

Puerto Morelos, Mexico

— 1 night

Jewel of Mexican Caribbean

A small seaport at the tip of Yucatan Peninsula, pleasant Puerto Morelos offers a good alternative for visitors seeking a quieter beach vacation with plenty of tourist amenities.
On the 7th (Sun), meet the residents at Croco Cun Zoo, discover the deep blue sea with a scuba or snorkeling tour, and then explore the gorgeous colors at National Reef Park of Puerto Morelos.

To find maps, traveler tips, other places to visit, and other tourist information, go to the Puerto Morelos trip planner.

Fly from Chicago to Puerto Morelos in 8 hours. Alternatively, you can drive. Traveling from Chicago to Puerto Morelos, you'll lose 1 hour due to the time zone difference. While traveling from Chicago, expect somewhat warmer days and much hotter nights in Puerto Morelos, ranging from highs of 86°F to lows of 75°F. Wrap up your sightseeing on the 7th (Sun) early enough to drive to Tulum.

Things to do in Puerto Morelos

Wildlife · Parks · Tours · Outdoors

Tulum, Mexico

— 6 nights
The only Mayan site built to overlook the ocean, Tulum remains a coastal paradise preserving the last vestiges of a pre-Hispanic civilization.
Get in touch with nature at Off-Road Tours and Gran Cenote. Visit Xpu-ha Beach and Paradise Beach for some beach relaxation. Take a break from Tulum with a short trip to Scuba & Snorkeling in Akumal, about 34 minutes away. There's lots more to do: Head underground at Cenotes Sac Actun, enjoy the sand and surf at Mayan Beach, browse the exhibits of Balam Art On Feathers, and relax and rejuvenate at some of the best spas.

To see maps, photos, other places to visit, and tourist information, read our Tulum road trip planning website.

Traveling by car from Puerto Morelos to Tulum takes 1.5 hours. Alternatively, you can take a bus. In May in Tulum, expect temperatures between 85°F during the day and 71°F at night. On the 13th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Tulum

Outdoors · Parks · Beaches · Tours

Side Trips

Riviera Maya travel guide

4.3
Theme Parks · Zipline · Scuba & Snorkeling
Well-preserved ruins and stunning white-sand beaches make for memorable Riviera Maya vacations, though this coastal area also features a number of modern cities ideal for soaking up some local culture and learning about Mexican cuisine. Stretching for approximately 100 km (60 mi) along the Caribbean coastline, this region serves as one of the world's most popular vacation destinations, known for containing big-name resorts like Playa del Carmen and Cancun. If you get tired of sun and sand, enrich your Riviera Maya sightseeing experience by visiting the area's eco-archaeological theme parks, which preserve swathes of wilderness and encompasses restored structures from the Mayan period.