Hottest Events in Miami and Naples this September - October 2019

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Plan your month with our September - October 2019 events calendar of the best activities in Naples and Miami, including free things to do, Halloween festivals and your favorite concerts. Check your local events and always drink local beer, they know how to craft. Head over to Miami Beach, a sleepy hood with old school beach culture, for antique shops and good brunch spots. Eat fresh at restaurants, order the crab sandwich. Hunt down hidden Tiki bars. Go to the beach, any beach, there are lots of them.

While fall foliage is sparse in Miami., there’s no shortage of Halloween spirit. October is coming, so there are precious few weeks left to hit up costume stores and stockpile some of the best Halloween candy. If Halloween isn’t really your holiday, then celebrate the end of summertime crowds and enjoy one of the best hikes in Regardless, you’ll find something to do among the street fairs, Halloween parties and other fun festivals in Miami in our September- October events calendar. 

The SUMMER SAVINGS PASS offers unlimited admission to four great SoFla venues: Lion Country in West Palm Beach, Miami Seaquarium, the Museum of Science and Discovery in Fort Lauderdale and Zoo Miami. You can purchase a pass at any of the four attractions or online. 

When: through Sept. 30

Where: West Palm Beach, Miami, Fort Lauderdale. 

SUMMER JAZZ ON THE GULF -- An appealing and diverse selection of Jazz acts will be presented in a series of four concerts amid a hotel setting that has beautiful views of the Gulf of Mexico, stunning sunsets and cool breezes. The Alter Eagles are the headliner for the first show. Note: Events are free and open to the general public, not just hotel guests. 

When: Sept. 14

Where: Naples Beach Hotel & Golf Club 

ART AFTER STONEWALL, 1969-89 – This amazing exhibit is being presented as the 50th anniversary of Stonewall Riots is being celebrated all this year. It includes more than 200 works of art and related materials (photographs, sculpture, film clips, video, music, performance pieces and historical documents and images from magazines, newspapers and television) that explore the profound impact the LGBTQ liberation movement on visual culture. Some of the artists to be featured are Andy Warhol, Diane Arbus, Alice Neel, David Hockney, Marlon T. Riggs, Judy Chicago, David Wojnarowicz and Luis Cruz Azaceta. 

When: Sept. 14-Jan. 5

Where: Entire second floor of the Frost Art Museum at FIU, Miami 

WYNWOOD’S OCTOBERFEST—Let’s not quibble with the fact that this event actually happens in September. Just go and have a great time. Beer aficionados will experience great seasonal brews, live music, beer games, an artisan market and yummy food. Don’t miss the dog-friendly activities. 

When: Sept. 27-29

Where: Wynwood Marketplace, Miami 

AMERICAN INDIAN DAY FESTIVAL – Step into a world of tradition and heritage at this annual free event. Happenings include Native American music and dance and food, a Miccosukee fashion show, airboat rides, tribal arts, and crafts and alligator wrestling. 

When: Sept. 27

Where: Miccosukee Indian Village, Miami 

GRIDIRON GLORY: THE BEST OF THE PRO FOOTBALL HALL OF FAME – This 6,000-square-foot exhibition presents a panoramic view of the story of professional football, from its humble beginnings in the early 20th century to the phenomenon it is today. It features more than 200 awe-inspiring artifacts, rare photos, and documents, spectacular footage from NFL Films and interactive displays. Visitors are invited to try on vintage pads and jerseys and today’s equipment, and also step inside the Instant Replay Booth to see if they can make the right call. 

When: Sept. 28 through Feb. 9, when the 2020 Super Bowl is played in Miami.

Where: HistoryMiami Museum, Miami

Locals and visitors alike can take advantage of transportation deals in Miami for a staycation or vacation, with added perks like special rates on hotel rooms, added amenities or complimentary meals. Check out Naples Limousine service. 

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