Your 2025 Holiday Event Guide Near Parrish, FL

The holiday season is a special time in Parrish, Florida—and living in Oakfield means you’re right in the heart of some of the region’s most magical celebrations. Whether you’re seeking dazzling performances, hands-on holiday creativity, or unforgettable experiences for the whole family, the communities surrounding Parrish offer an abundance of festive joy. From Sarasota Bay’s sparkling traditions to enchanting train rides straight to the North Pole, these events are guaranteed to make your holiday season bright.

Explore the top holiday events happening near Oakfield this December and discover why this master-planned community is the perfect home base for seasonal fun.

North Pole Express: A Parrish Holiday Tradition

One of the most beloved holiday events right here in Parrish is the North Pole Express by the Florida Railroad Museum. This immersive experience takes passengers on a scenic train ride to the North Pole, where Santa Claus and a winter wonderland await. Once you arrive at the North Pole, children can enjoy campfires, live entertainment, hands-on activities, and unlimited hot chocolate and cookies. The entire event lasts approximately 3.5 hours and is designed to create magical memories for all ages.

Guests can choose from several service classes, including:

• First Class

• Excursion Class

• Coach Class

• The Party Caboose

The Museum’s website is the fastest and easiest way to make your booking on the North Pole Express. Reservations may also be made over the phone and in person at the Parrish Ticket Office.

Various dates and times are offered throughout December, making it easy for Oakfield families to enjoy this unique local tradition.

Sarasota Holiday Boat Parade of Lights: A Nighttime Spectacle on the Bay

On Saturday, December 13, Sarasota Bay comes alive with shimmering lights and festive cheer during the annual Sarasota Holiday Boat Parade of Lights. Presented by Suncoast Charities for Children and Marina Jack, this free event draws thousands as boats of all sizes glide across the water decked out in dazzling holiday décor.

The best views are from Bayfront Park and Marina Jack, where families gather for a night of celebration under the stars. If you’re planning to dine at Marina Jack during the parade, be sure to make a reservation early—tables fill up fast. You can call 941-365-4232 to reserve your spot.

Guests are encouraged to bring an unwrapped toy or book to support The Florida Center for Early Childhood, The Haven, and Children First. With celebrity judges selecting winners and community spirit overflowing, this festive waterfront tradition is one of the region’s most anticipated holiday events.

Gingerbread House or Dreidel Decorating at The Ritz-Carlton, Sarasota

For families looking to get creative this holiday season, The Ritz-Carlton, Sarasota hosts a charming Gingerbread House or Dreidel Decorating experience that’s as whimsical as it is delicious. Guided by the resort’s world-class pastry team, guests don chef hats and aprons while building and decorating their own festive masterpieces.

Sessions take place on:

• Saturday, December 13, 2025 | 11am–1pm or 2:30pm–4:30pm

• Saturday, December 20, 2025 | 11am–1pm or 2:30pm–4:30pm

For $125 per party of four, each group receives one gingerbread house or dreidel to decorate. Reservations are required and can be made through The Ritz-Carlton, Sarasota’s OpenTable page. Their Holiday Events Reservation Team will follow up to confirm details.

This experience blends creativity, culinary artistry, and festive fun—perfect for families, friends, or anyone looking to add a sweet touch to their holiday season.

Breakfast with Santa on the Bay: A Magical Morning for Kids

If your little ones have ever dreamed of sharing pancakes with Santa Claus himself, the Breakfast with Santa on the Bay event is the perfect holiday outing. Hosted at The Bayview Lawn, this unforgettable morning offers interactive kids’ activities, including face painting, cookie decorating, and photo opportunities with Santa.

The event is set for:

Sunday, December 21, 2025 | 9am–12pm

$79 per adult, $30 per child (12 and under)

A festive breakfast buffet sets the stage for a magical experience that children will talk about long after the holidays have passed. Reservations are required through The Ritz-Carlton, Sarasota’s OpenTable page, and the Holiday Events Reservation Team will reach out for confirmation.

This joyful event offers families near Oakfield an extraordinary way to celebrate cherished holiday traditions—complete with waterfront views and memorable moments.

The Nutcracker in Sarasota: A Holiday Classic for the Whole Family

Just a short drive from Oakfield, Sarasota transforms into a storybook world of dancing snowflakes, magical toys, and sparkling costumes with its beloved production of The Nutcracker. This cherished performance—featuring the Sarasota Ballet Studio Company and over 100 students from the Ballet’s education programs—brings Clara’s unforgettable journey to life through breathtaking choreography and whimsical holiday charm.

The lavish sets, ornate costumes, and timeless score create an immersive experience that generations of families return to year after year. Performances run through the remainder of December, making it easy to find a date that fits your holiday schedule.

Whether you’re a lifelong fan of the ballet or introducing your children to this treasured classic, The Nutcracker in Sarasota is a must-see event that sets the tone for a magical season.

Celebrate the Holidays Near Oakfield—Where Community and Festivity Come Together