Savor the last bits of summer with a stay in New Smyrna Beach for Labor Day weekend. From lounging beachside and soaking up the Florida sun to attending the lively events happening along Flagler Avenue and Canal Street every night, it’s the perfect time to explore our charming beach town’s offerings. Give summer the send-off it deserves with a Labor Day escape to New Smyrna Beach!
Table of Contents
- Places to Stay in New Smyrna Beach Labor Day Weekend
- New Smyrna Beach Labor Day Events
- Labor Day Weekend Activities
Places to Stay in New Smyrna Beach Labor Day

Looking for the best place to stay in New Smyrna Beach this Labor Day weekend? Whether you’re planning a family getaway or a couples retreat, our New Smyrna Beach vacation rentals offer the ideal home base for the holiday. From oceanfront condos to spacious beach houses, there’s a rental to match every travel style. Stay close to the sand and surf while enjoying the comforts of home—full kitchens, relaxing outdoor spaces, and easy access to all the New Smyrna Beach Labor Day festivities.
Book your stay at one of Casago New Smyrna Beach’s newest properties by Labor Day and receive 20% OFF your reservation. Use code NewProp and take advantage of these savings!
New Smyrna Beach Labor Day Events
Labor Day First Responder Music Festival – The Labor Day Responder Music Festival is a five-day music festival along Flagler Avenue. Its focus is on showing appreciation for New Smyrna’s first responders through music. There will be over 30+ free shows at various venues on Flagler and several restaurants offering specials throughout the weekend. The festival is free and open to all ages, but some music venues are 21+. For the schedule, visit the Party’s on Flagler’s Facebook page.
Date: August 28 – September 1, 2025
Wine Walk on Flagler Avenue – Every month, Flagler Avenue hosts the Wine Walk, where participants take their tasting passports around to participating restaurants to sample the featured wines of the month. Wine Walk tasting passports are $30 and include 20 tasting tickets along with a keepsake wine glass, map, and listing of each host location’s wines for the month. Those who want to share their 20 tasting tickets with a friend may purchase an additional wine glass for $5 CASH.
Date: August 30, 2025
Jimmy Hula’s 2025 Down Under Country Music Fest (Port Orange) – Head to Jimmy Hula’s in Port Orange for the annual Down Under Country Music Fest. Enjoy 3 days of free, family-friendly fun, ice-cold brews, and live country music under the Florida sun.
Date: August 29 – August 31, 2025
Rock the Park 3rd Annual Music & Arts Festival (Port Orange) – Head to Port Orange for the 3rd annual Rock the Park Music & Arts Festival. Dance away to music from local musicians, shop local arts and crafts vendors, and dine on tasty food trucks. Live music performances by Gilt, Orange Blossom Trail, Oklahoma Stackhouse, Awaystead, Timothy Eerie, Lady Heroine, Feel Real, and Inlet. Admission is free to the festival, and the festival begins at 3 PM.
Labor Day Weekend Activities

Explore Our Beaches – Start your day with a peaceful stroll or drive along the beach—yes, you can drive on designated parts of the beach here! Take in the views as you cruise just steps from the surf, and once you’ve found the perfect spot, unpack your beach gear and take a dip in the refreshingly cool waters. As the day winds down, don’t miss the chance to catch a stunning NSB sunset. Whether you’re watching from the sand or a beachside restaurant, it’s an amazing way to close out a day in paradise.
If you’re traveling with a dog and staying in one of our dog-friendly rentals, Smyrna Dunes Park is the place to be. Leashed dogs are welcome at the only dog-friendly beach in NSB, where they can swim and frolic in the inlet. There is a $10 fee to enter the park per vehicle.
Shop Local at the NSB Farmers Market – Support local businesses and find one-of-a-kind treasures at the New Smyrna Beach Farmers Market. Held every Saturday morning in the heart of downtown, this bustling market is a great spot to browse fresh produce, handmade goods, local art, and delicious snacks. Pick up beach picnic essentials or a souvenir to remember your trip. Shop local and connect with the community, and experience the authentic charm of NSB.
Enjoy Outdoor Activities – If you’re feeling active, New Smyrna Beach has plenty of outdoor adventures to enjoy over Labor Day weekend. Paddle along the Indian River Lagoon, known for its calm waters and dolphin sightings, or explore local trails by bike or on foot. Surfing is a must-try here—NSB is one of Florida’s top surf destinations.
Celebrate the end of summer in style with Casago New Smyrna Beach! With fewer crowds than other Florida beach towns and a welcoming, small-town feel, New Smyrna Beach is an ideal spot for a peaceful and memorable holiday weekend.




