Fall Events on the Gulf Coast Near St. Pete – Clearwater Beach: Things to Do During Your Coastal Getaway
Fall is one of the best times to visit the Gulf Coast! With cooler temperatures, fewer crowds, and plenty of local events happening throughout the season, it’s the perfect time to enjoy everything our area has to offer. Whether you’re looking for family-friendly festivals, live music, outdoor adventures, or a little Halloween fun, there is something for everyone to enjoy.
If you’re planning a fall vacation with Sandy Feet Vacation Rentals, be sure to add these local events to your itinerary!
🍎 Hippie Fest – October 5 | 2 PM to 9 PM
Step back in time and enjoy a colorful celebration of music, art, and community at Hippie Fest! This fun-filled event features tie-dye shirts, peace signs, flower power, and a laid-back atmosphere perfect for all ages.
Enjoy live music, vendors, food trucks, and plenty of unique shopping opportunities. It’s a great way to spend an afternoon soaking up the creative and free-spirited vibes of the Gulf Coast.
🐟 GeckoFest – September 5 | 10 AM to 10 PM
Get ready for one of the area’s most unique celebrations! GeckoFest takes over the streets of Gulfport with a full day of music, art, food, and fun.
Explore local shops and vendors, enjoy live performances, and experience the colorful personality that makes Gulfport such a special coastal community. From delicious food to creative artwork and entertainment, this event is a favorite for locals and visitors alike.
🌴 Offshore Nationals – October 9–12
Experience the excitement of high-speed action during the Offshore Nationals! This thrilling event brings powerful boats, incredible views, and plenty of excitement to the waterfront.
Spend the day watching the races, enjoying the beach atmosphere, and taking in the beautiful Gulf Coast scenery. It’s the perfect combination of adventure and relaxation.
🎃 Bush Gardens Howl-O-Scream – Select Nights
Looking for a little spooky fun? Busch Gardens Howl-O-Scream is the perfect fall adventure for thrill seekers.
With haunted houses, terrifying scare zones, live entertainment, and exciting attractions, this Halloween event brings the chills and thrills. Whether you love the scares or just enjoy the festive atmosphere, it’s a fun way to celebrate the season.
Plan Your Fall Getaway With Sandy Feet Vacation Rentals
Fall is the perfect time to enjoy the Gulf Coast without the peak-season crowds. Spend your days exploring local festivals, relaxing on beautiful beaches, and making memories with family and friends.
From Clearwater Beach to Indian Rocks Beach, Indian Shores, Madeira Beach, and beyond, Sandy Feet Vacation Rentals offers comfortable vacation homes close to the best events and attractions our area has to offer.
Book your fall escape today and experience why the Gulf Coast is a favorite destination year-round!
Explore Local Flavor: Must-Visit Markets & Live Music Events Near Clearwater Beach
Looking for a fun way to experience the local culture, fresh flavors, and vibrant community around the Clearwater Beach area? The Gulf beaches are home to some amazing weekly and monthly markets where visitors can shop local vendors, enjoy live music, discover unique finds, and soak up the Florida sunshine.
Whether you are searching for fresh produce, handmade gifts, delicious food, or a relaxing evening stroll, these nearby markets are worth adding to your vacation itinerary.
🎶 Rock the Rocks: Monthly Market & Live Music in Indian Rocks Beach
401 Gulf Blvd, Indian Rocks Beach, FL 33785
Every second Saturday of the month | 12:00 PM – 10:00 PM
Hosted by The Original Crabby Bills, Rock the Rocks brings together the best of local flavor, music, and community in the heart of Indian Rocks Beach.
This monthly celebration is perfect for families, couples, and anyone looking to enjoy a lively beach-town atmosphere. Browse local vendors, listen to live music, grab a bite to eat, and enjoy the laid-back coastal vibes that make Indian Rocks Beach so special.
It is a great way to spend an afternoon before catching a beautiful Gulf sunset.
🌊 Saturday Sunset Markets on St. Pete Beach
4655 Gulf Blvd, St. Pete Beach, FL 33706
Every Saturday evening | 4:00 PM – 8:00 PM
Located near Dolphin Village Shopping Center, the Saturday Sunset Market is a wonderful evening stop after a day at the beach.
With easy beach access nearby, visitors can enjoy a relaxing market experience featuring local artisans, makers, food vendors, and small businesses. Shop handmade goods, pick up unique souvenirs, enjoy delicious bites, and take in the beautiful St. Pete Beach atmosphere.
This is the perfect combination of shopping, dining, and a sunset stroll along the coast.
🥕 Corey Avenue Sunday Fresh Market in St. Pete Beach
398-300 Corey Ave, St. Pete Beach, FL 33706
Every Sunday | 10:00 AM – 2:00 PM
Start your Sunday with a visit to the Corey Avenue Sunday Fresh Market, one of the area’s favorite weekly traditions.
Featuring around 100 vendors, this market offers everything from fresh produce and baked goods to handmade jewelry, home décor, artwork, and local treats.
Pick up fresh ingredients for your vacation meals, find a one-of-a-kind gift, or simply enjoy walking through the market while experiencing the friendly community atmosphere of St. Pete Beach.
🛍️ Sip & Stroll on Corey Avenue
537 Corey Ave, St. Pete Beach, FL 33706
Last Friday of every month | 5:00 PM – 8:00 PM
For a fun evening out, plan a visit to Sip & Stroll on Corey Avenue.
Held on the last Friday of each month, this event transforms Corey Avenue into a lively evening destination filled with local shopping, drinks, entertainment, and community connections.
Stroll through local businesses, explore unique shops, enjoy the relaxed atmosphere, and experience the charm of one of St. Pete Beach’s most popular streets.
🌴 Add These Local Events to Your Beach Vacation Plans
From live music and sunset markets to fresh produce and local artisans, these events are a great way to experience more than just the beaches. They offer a chance to slow down, meet local makers, discover hidden gems, and enjoy the unique coastal lifestyle that makes the Clearwater, Indian Rocks Beach, and St. Pete Beach areas unforgettable.
Planning your next Gulf Coast getaway? Be sure to check the local event calendars during your stay and make time to experience these fun community favorites!
Owning a vacation rental along Florida’s Gulf Coast is an exciting investment. Whether it’s a beachfront condo, a second home, or part of your retirement plan, the goal is usually the same: generate income while enjoying your property when you can.
Many owners begin by managing their vacation rentals themselves. After all, who knows the property better than the owner?
For some, self-management works well. But for many others, as bookings increase and responsibilities grow, it quickly becomes a second full-time job.
That’s exactly what happened to one of our owners, Shannon Peterson.
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Meet Shannon Peterson
Shannon Peterson isn’t just another vacation rental owner.
She’s a successful Realtor specializing in Pinellas County beach properties and an experienced real estate investor who understands what it takes to own and operate successful vacation rentals.
When Angie first met Shannon, she was managing all of her vacation rentals herself.
Like many owners, Shannon wore every hat.
She handled guest communication, coordinated cleanings, scheduled maintenance, responded to questions at all hours, managed bookings, and made sure each property was ready for the next guest.
As her portfolio grew to six vacation rentals, so did the demands on her time.
What had once felt manageable became increasingly difficult to balance with her growing real estate business and personal life.
If you’re planning a beach vacation along Florida’s beautiful Gulf Coast, don’t miss one of the area’s best outdoor entertainment venues. Located just minutes from many Sandy Feet Vacation Rentals properties, The BayCare Sound offers an unforgettable concert experience under the stars.
Whether you’re visiting for a weekend getaway or an extended beach vacation, spending an evening enjoying live music is the perfect way to make your stay even more memorable.

An Outdoor Venue Like No Other
Nestled in the heart of Clearwater, The BayCare Sound is an open-air amphitheater known for its incredible acoustics, waterfront setting, and exciting lineup of nationally recognized artists. Guests can enjoy:
- Live concerts featuring rock, country, pop, jazz, tribute bands, and more
- Beautiful sunset views before the show
- Comfortable outdoor seating
- Food and beverage options available onsite
- A fun atmosphere for couples, families, and groups of friends
The venue provides an excellent way to experience local entertainment after spending the day relaxing on the beach.
Perfect After a Day at the Beach
Imagine spending your morning searching for seashells, your afternoon lounging on the white sand beaches of Clearwater Beach or Indian Rocks Beach, and your evening listening to live music under the stars.
Many of our vacation rentals are just a short drive from The BayCare Sound, making it easy to enjoy a concert without traveling far from your home away from home.
Make It a Full Evening
Before the concert, enjoy dinner at one of the many waterfront restaurants nearby or stroll through downtown Clearwater. After the show, return to your Sandy Feet Vacation Rental and unwind while listening to the peaceful sounds of the Gulf.
It’s one of our favorite ways to enjoy a Florida summer evening.
Planning Your Visit
Concerts are held throughout the summer, with performances from a wide variety of artists and entertainers. Popular shows often sell out, so we recommend purchasing tickets in advance and arriving early to enjoy the venue and find parking.
Be sure to check the official concert schedule before your trip to see who’s performing during your stay.
Stay Close to the Music
Sandy Feet Vacation Rentals offers beachfront condos and vacation homes throughout:
- Clearwater Beach
- Sand Key
- Belleair Beach
- Indian Rocks Beach
- Indian Shores
- Madeira Beach
- Redington Shores
- Palm Harbor
Our fully furnished vacation rentals provide everything you need for a relaxing Gulf Coast getaway, including easy access to beaches, restaurants, attractions, and fantastic live entertainment like The BayCare Sound.
Book your next beach vacation with Sandy Feet Vacation Rentals and discover why summer nights on Florida’s Gulf Coast are truly unforgettable.

Owning a luxury vacation rental is about more than simply listing your property online and waiting for reservations to roll in. Today’s travelers have high expectations, and meeting those expectations consistently requires experience, attention to detail, and a proactive approach to every aspect of property management.
That’s where Sandy Feet Vacation Rentals comes in.
We believe premium property management is more than a service—it’s a partnership. Our goal is to protect your investment, maximize your rental income, and create exceptional guest experiences that keep visitors coming back year after year.
Expertise That Makes a Difference
High-end vacation homes require a different level of care than the average rental property. From preparing your home for the market to maintaining it throughout the year, every detail matters.
At Sandy Feet Vacation Rentals, our experienced team understands what it takes to successfully manage luxury properties. We don’t simply oversee reservations—we provide strategic guidance that helps homeowners increase revenue while preserving the long-term value of their investment.
Whether you’re launching a brand-new vacation rental or refreshing an established property, our licensed and insured in-house construction company can assist with renovations, updates, and improvements that make your home even more appealing to today’s guests.
Creating a Property Guests Love
First impressions can make or break a vacation rental. That’s why we help owners create spaces that are not only beautiful but also functional and memorable.
From property setup and design recommendations to renovations and staging, we work alongside homeowners to ensure every room meets the expectations of discerning travelers. The result is a vacation home that photographs beautifully, earns exceptional reviews, and encourages repeat bookings.
Exceptional Guest Experiences Lead to Better Reviews
A successful vacation rental depends on more than an attractive home. Guests remember how they’re treated just as much as where they stay.
Our team is available around the clock to answer questions, resolve issues quickly, and provide the kind of responsive customer service that leads to five-star experiences. Fast communication gives guests confidence throughout their stay while helping owners avoid unnecessary stress.
Happy guests leave positive reviews, recommend your property to others, and are more likely to return for future vacations.



Local Knowledge You Can Count On
Because we’re based in Pinellas County, we know the local market inside and out.

Our team regularly visits the properties we manage, conducting inspections and coordinating maintenance to ensure every home remains in excellent condition. Being local also means we can respond quickly when guests need assistance or unexpected maintenance issues arise.
That hands-on approach simply isn’t possible with many large, out-of-town management companies.
Protecting Your Investment Every Day
Luxury homes deserve proactive care.
We coordinate routine maintenance, emergency repairs, professional cleanings, and property inspections to keep your vacation rental looking its best throughout the year. Every guest arrives to a home that’s clean, well-maintained, and ready for an unforgettable stay.
We also provide and install smart keyless entry systems, making check-ins seamless while improving security and simplifying access for guests, cleaners, and maintenance professionals.
Professional Marketing That Drives Bookings
Even the most beautiful vacation rental won’t perform well without effective marketing.
With more than 15 years of real estate experience, our team knows how to position luxury properties to attract qualified guests. We create compelling listings with professional photography, engaging descriptions, and optimized pricing strategies designed to increase visibility and maximize occupancy.



As your property evolves through renovations or updates, we ensure your listing stays current with fresh photography and accurate information.
More Than Management—A Long-Term Investment Strategy
Choosing premium property management isn’t just about making ownership easier. It’s about improving the overall performance of your vacation rental.
Strategic pricing helps maximize revenue during both peak and off seasons, while consistent maintenance protects the condition and long-term value of your home. Professional guest communication, thoughtful marketing, and attentive service all work together to reduce vacancy, increase repeat bookings, and strengthen your property’s reputation.
Most importantly, premium management gives owners something that’s difficult to put a price on: peace of mind. You can enjoy the financial rewards of your vacation rental knowing experienced professionals are handling every detail.
Experience the Sandy Feet Difference
At Sandy Feet Vacation Rentals, we treat every property as if it were our own. Our personalized approach, local expertise, and commitment to exceptional service allow homeowners to get the most from their investment while providing unforgettable experiences for every guest.

If you’re looking for a property management partner who goes beyond the basics, Sandy Feet Vacation Rentals is ready to help your vacation rental reach its full potential.

Summer has officially arrived on Florida’s Gulf Coast, and June is packed with exciting events, waterfront concerts, family-friendly festivals, and unforgettable entertainment throughout the St. Pete and Clearwater Beach area. Whether you’re planning a relaxing beach getaway or looking to fill your vacation itinerary with local experiences, there’s something happening every weekend.
Here are some of the top June 2026 events to enjoy during your stay with Sandy Feet Vacation Rentals.
Watch the Red Bull Cliff Diving World Series at St. Pete Pier
One of the most exciting events of the summer arrives in downtown St. Pete on June 5–6 as the world-famous Red Bull Cliff Diving World Series makes its Florida debut. Elite divers from around the globe will launch from platforms towering above Tampa Bay, performing incredible aerial acrobatics in front of crowds gathered along the waterfront.
The event is free to attend and offers incredible viewing opportunities throughout the pier and surrounding parks.
Event Details
- Dates: June 5–6, 2026
- Location: St Pete Pier
- Admission: Free
If you’re staying nearby, this is the perfect chance to experience the energy of downtown St. Pete while enjoying waterfront dining, shopping, and sunshine.
Enjoy Symphony by the Sea in Clearwater
Looking for a relaxing evening by the water? Head to Clearwater on June 6 for Symphony by the Sea, a free outdoor concert featuring The Florida Orchestra performing patriotic favorites, Broadway hits, movie scores, and classical music under the stars.
The open-air waterfront setting creates a memorable night for couples, families, and music lovers alike.
Event Details
- Date: June 6, 2026
- Location: The BayCare Sound
- Admission: Free
Arrive early to enjoy food trucks, drinks, and sunset views before the performance begins.
See Billy Currington Live in Clearwater
Country music fans won’t want to miss multi-platinum artist Billy Currington performing live on June 20 in Clearwater. Known for chart-topping hits and laid-back beach-country vibes, Currington brings an energetic summer concert experience to the Gulf Coast. Special guests Kelsey Hart and Kenny Whitmire will also perform.
Event Details
- Date: June 20, 2026
- Location: The BayCare Sound
- Tickets: Available online in advance
This is a great night out after a day spent relaxing on Clearwater Beach.
Experience Busch Gardens Summer Nights
If you’re traveling with family or looking for thrills beyond the beach, Busch Gardens Summer Nights runs throughout June and into August with extended evening hours, live entertainment, dance parties, seasonal food, and nighttime coaster rides.
The park transforms after dark into a summer celebration filled with music, lights, and entertainment for all ages.
Event Details
- Dates: May 22 – August 9, 2026
- Location: Busch Gardens Tampa Bay
- Admission: Included with park ticket
This makes an excellent day trip from St. Pete or Clearwater Beach.
Plan Your June Beach Getaway
From adrenaline-filled waterfront events to relaxing concerts under the stars, June is one of the best times to experience everything the St. Pete and Clearwater Beach area has to offer. After a day of exploring local events, there’s nothing better than returning to your own comfortable beach retreat.
At Sandy Feet Vacation Rentals, we’re proud to offer vacation homes close to the area’s best beaches, restaurants, attractions, and summer events — helping you enjoy the perfect Gulf Coast getaway.
Ready to plan your June vacation? Browse our properties and book your stay today.

May is the perfect time to visit the St. Pete-Clearwater Beach area, with a fantastic lineup of events to make your trip unforgettable! Whether you’re into music, food, culture, or just a good time in the sun, there’s something for everyone this month. Let’s take a look at some of the exciting events coming up:
1. Country Thunder Florida – May 8th-10th at Coachman Park
If you’re a country music fan, you won’t want to miss Country Thunder Florida, a weekend-long celebration featuring some of the biggest names in country music! Head over to Coachman Park from May 8th-10th to catch performances from artists like Kane Brown, Zach Top, Gavin Adcock, and many more. Whether you’re a fan of classic country or the latest hits, this festival is sure to be a blast!
2. Mother’s Day Brunch at Latitude 28 – May 10th at the JW Marriott
Treat mom to something special this Mother’s Day with a delicious brunch at Latitude 28 at the JW Marriott! Enjoy stunning views of the Clearwater Beach waterfront while savoring an array of decadent dishes. It’s the perfect way to make this Mother’s Day unforgettable. The brunch will feature a selection of gourmet dishes that will delight mom and the whole family.
3. Food, Wine & Garden Festival – Now through May 10th at Busch Gardens
For a blend of culinary delights and beautiful gardens, don’t miss the Food, Wine & Garden Festival at Busch Gardens. Running now through May 10th, this festival brings together some of the best food, drinks, and live entertainment around. From rock to Latin to country music, enjoy a variety of genres while indulging in flavorful food and wine pairings. Plus, the stunning gardens provide the perfect backdrop for a fun day out with family and friends.
4. St. Pete Italian Fest – May 16th at Vinoy Park
Celebrate Italian culture and heritage at the St. Pete Italian Fest on May 16th at Vinoy Park. This annual event offers a wonderful way to enjoy delicious food, vibrant music, and cultural festivities. From pasta and pizza to gelato and cannoli, there’s no shortage of mouth-watering Italian dishes to try. Enjoy the lively atmosphere and take in the scenic views of Tampa Bay while spending the day with your family and friends.
The St. Pete-Clearwater Beach area is buzzing with energy this May, and these events are just the tip of the iceberg. Whether you’re visiting for the music, food, or cultural experiences, this month promises to offer plenty of unforgettable moments. Be sure to mark your calendar and join in the fun at these incredible events!
April 2026 Events in St. Pete & Clearwater Beach
April is one of the most beautiful times of year to visit Florida’s Gulf Coast. With warm sunshine, refreshing coastal breezes, and a full calendar of exciting festivals, the St. Pete-Clearwater Beach area truly comes alive in the spring. Whether you’re a music lover, foodie, or culture enthusiast, April offers unforgettable experiences for every type of traveler.
Here’s your guide to the top April events happening around St. Petersburg, Clearwater Beach, Dunedin, and Indian Rocks Beach.
🎶 Tampa Bay Blues Festival
April 10th – 12th
Vinoy Waterfront Park, St. Petersburg
Set along the scenic downtown waterfront, the Tampa Bay Blues Festival is one of the premier blues events in the country. This three-day festival features nationally acclaimed blues artists, full liquor bars, craft vendors, and delicious local food options.
Guests can enjoy live performances against the stunning backdrop of Tampa Bay, making it a must-attend event for music lovers visiting the area.
🦞 Taste of IRB (Indian Rocks Beach)
April 25th
Chic-A-Si Park, Indian Rocks Beach
Taste of IRB is a beloved local tradition bringing together more than 30 restaurants and businesses for an afternoon of food, drinks, and community celebration. Guests can sample fresh seafood, craft beverages, and signature dishes from some of the area’s most popular dining spots.
The event also includes arts and crafts vendors, beach-themed art, and live entertainment — all just steps from the Gulf.
🏴 Dunedin Highland Games & Festival
April 11th
Highlander Park, Dunedin
Celebrate Scottish heritage at this vibrant cultural festival featuring traditional music, Highland dancing, piping competitions, athletic games, and authentic food and drink.
Dunedin, known for its strong Scottish roots, comes alive with tartans, bagpipes, and community spirit during this annual event.
Pair the festival with a visit to Honeymoon Island or a sunset stroll along the Dunedin Marina.
Make It a Spring Getaway to Remember
April offers ideal beach weather — warm days, cooler evenings… Whether you’re planning a romantic escape, a family vacation, or a friends’ weekend, these events make the perfect addition to your Gulf Coast itinerary.
At Sandy Feet Vacation Rentals, we offer premium vacation homes throughout St. Pete, Clearwater Beach, Indian Rocks Beach, and surrounding communities. Our properties provide:
✔ Prime locations near top events
✔ Professionally cleaned and maintained homes
✔ Stylish interiors designed for comfort
✔ Easy, seamless booking
Don’t wait — April event weekends book quickly.
March Events You Won’t Want to Miss on Florida’s Gulf Coast 🌴☀️
March is one of the most exciting months on Florida’s Gulf Coast! With beautiful weather, lively festivals, and waterfront celebrations, there’s something happening every weekend. Whether you’re visiting the area or you’re a local looking for fun, here are four can’t-miss events happening this March in St. Pete- Clearwater Beach area.
🎶 Reggae Rise Up Florida
March 12th–15th
📍 Vinoy Park, St. Petersburg
One of the largest and most recognized reggae festivals in the country returns to the waterfront at Vinoy Park. Reggae Rise Up Florida brings together top-tier reggae artists, incredible vibes, and unforgettable sunsets over Tampa Bay.
This multi-day festival is known for its high-energy performances, beach-town atmosphere, and loyal fan base. Whether you’re a longtime reggae lover or just looking for a fun outdoor music experience, this event delivers big sound and even bigger energy.
🍀 Paddy Fest St. Pete
March 13th–15th
📍 Williams Park, St. Petersburg
Get ready for three unforgettable days of Irish celebration in the heart of downtown St. Pete. Paddy Fest features live music performances, a bustling marketplace, Irish-inspired food and drinks, and fun activities for all ages.
From traditional Irish tunes to festive green attire, this event is perfect for anyone looking to celebrate St. Patrick’s season in style.
🇮🇪 St. Patrick’s Festival
March 14th
📍 19305 Gulf Blvd, Indian Shores
🎟 Free Admission
Head to Indian Shores for a family-friendly St. Patrick’s Festival filled with Irish music, traditional dancers, bagpipes, arts and crafts, and plenty of green beer.
With free admission and a relaxed beach-town setting, this event is a great way to enjoy festive entertainment while soaking up the Gulf Coast sunshine.
🏖 Sugar Sand Festival
Starting March 27th
📍 Pier 60, Clearwater Beach
Clearwater Beach transforms into an outdoor art gallery with the annual Sugar Sand Festival. This incredible event features a 21,000-square-foot exhibit of breathtaking sand sculptures crafted by world-class sculptors.
In addition to the stunning sand art, you can enjoy live entertainment, interactive exhibits, and family-friendly activities — all set against the beautiful backdrop of Clearwater Beach.
Plan Your March Getaway 🌊
March is packed with festivals, music, and cultural celebrations across St. Pete-Clearwater Beach. With warm temperatures, waterfront venues, and nonstop entertainment, it’s one of the best times of year to visit Florida’s Gulf Coast.
Don’t miss out on March’s biggest events — book your Gulf Coast getaway today and stay just minutes from the action.
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