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Holiday Fun in St. Petersburg, Tampa, and Winter Park

boat with christmas lights

The holiday season is here! For today’s blog post, we want to share some upcoming events in three of our favorite spots in Florida: St. Petersburg, Tampa, and Winter Park.

Holiday Fun in St. Petersburg

Enchant: Reindeer Games

Friday, November 24th to Sunday, December 31st

Tropicana Field is once again hosting Enchant, the world’s largest holiday-themed light event. Take in the magical walk-through light maze, created with more than four million sparkling lights. Don’t miss the 100-foot tall holiday tree, ice skating trail, live entertainment, visits from Santa, and holiday shopping marketplace too. Grab your tickets now.

Holiday Boat Parades

It’s not the holiday season in St. Petersburg without the annual tradition of their lighted boat parades! Check out three options below.

St. Pete Beach Annual Boat Parade and Tree Lighting Ceremony

Friday, December 1st at 6 p.m.

Join in the festivities at Horan Park in St. Pete Beach for the tree lighting and holiday lighted boat parade. Boats begin at Blind Pass Bridge and travel in the Intracoastal Waterway to Pinellas Bayway Bridge.

Boca Ciega Yacht Club Holiday Boat Parade

Saturday, December 9th at 6 p.m.

Head to downtown Gulfport to see decorated boats light up the Intracoastal Waterway! The 38th annual parade, presented by the Boca Ciega Yacht Club, is a free, family-friendly event. Grab a spot on Williams Pier for a good view!

Downtown St. Pete Lighted Boat Parade

Saturday, December 9th at 6:30 p.m.

You can’t miss St. Pete’s beautiful downtown waterfront during this annual event. Spectators gather at the St. Pete Pier, the Vinoy basin, North Shore Park, and Flora Wylie Park.

Mistletoe Market

Saturday, December 16th from 10 a.m. to 3 p.m.

Need some last-minute gifts? Mistletoe Market, located at Horan Park, is full of locally-made presents for everyone on your list.

Holiday Fun in Tampa

Howliday Market

Saturday, December 2nd from 11 a.m. to 4 p.m.

The Urban Dog Group is thrilled to be attending the second annual Howliday Market, hosted by Dog Moms of Tampa Bay. Join us in Midtown Tamp for a pup-friendly day filled with holiday treats and gifts for your furry loved ones. We’ll be giving away doggie gift baskets and sharing pet-friendly real estate advice too!

Holiday Fun in Winter Park

Winter on the Avenue

Friday, December 1st at 5 p.m.

Head to Central Park for this holiday street party! Enjoy live music, the Annual Tree Lighting Ceremony, Popcorn Flicks in the Park, snow slides, s’mores, and more.

71st Annual Winter Park “Ye Olde Hometown” Christmas Parade

Saturday, December 2nd at 9 a.m.

The next morning, the Winter Park Chamber of Commerce will host their annual Christmas parade, filled with holiday-themed floats featuring local figures and Santa Claus. Grab a hot chocolate and find a spot on the route, which ends at the intersection of Lyman and Park Avenues.

Santa Shift Open House

Monday, December 4th from 4 p.m. to 7 p.m.

Make a stop at the Winter Park Fire-Rescue Department’s Station 61 for cookies and coloring! Kids can try on gear, explore the trucks, and meet Firefighter Claus.

Winter Park Holiday Boat Parade

Saturday, December 9th at 6 p.m.

Head to Lake Virginia or Dinky Dock Park to take in the festive boat and dock decorations from local residents and business sponsors.

Wishing you a happy holiday from the team at Urban Dog Group!

Let The Urban Dog Group help you with your real estate needs. Contact Christine Elias at


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