Your Guide to Labor Day Weekend

Your Guide to Planning a Labor Day Vacation at the Beach

Your Guide to Labor Day Weekend

With summer coming to a close, Labor Day Weekend is quickly approaching. September is a beautiful sweet spot between summer and fall. The crowds are smaller, but the weather is still warm enough to enjoy the beach. Labor Day is an annual celebration that celebrates workers and their achievements, so what better way to treat yourself than by taking a Labor Day vacation at the beach? Whether you are hoping to relax in a luxury beach home on your private pool deck or take advantage of the incredible amenities that come with a condo, you are sure to find the perfect accommodation within our wide inventory. Visit our website to view an extensive list of vacation rentals in Northwest Florida and Coastal Alabama!

No matter where you choose to stay along the Gulf Coast, there is plenty of fun to be had during Labor Day weekend! From activities to properties to stay in, we have got you covered!

What To Do

The end of summer doesn’t mean the fun ends with it! Many attractions including dolphin cruises, pontoon boat rentals, and fishing charters will be open well into October, giving you plenty of time to plan your trip! After you have booked where you will stay, you can begin planning your activities. As you build your itinerary, be sure to look through our Southern Perks partners and take advantage of deals and discounts offered by local businesses.

If instead of an exciting Labor Day vacation at the beach, you are hoping for a more relaxing getaway, you can still find ways to unwind during the long weekend. Rent bikes and cruise down Scenic 30A’s 19-mile bike path or book a golf cart through our Southern Perks partners and take the scenic route to dinner. The humidity decreases as August comes to an end so it’s the perfect chance to hike through Big Lagoon State Park in Perdido Key, Gulf State Park in Gulf Shores, or Grayton Beach State Park on 30A.

No matter if this is your first trip to the beach, or if you are a seasoned visitor, our Gulf Coast Guide is packed full of activities, dining, and even more leisure activities to help you plan your stay. All you need to do is pick your favorite area and start exploring!

Where To Stay

We know that narrowing down where to stay for your Labor Day vacation to the beach can be difficult, but it doesn’t have to be! We have listed some of our top picks below for your trip to the beach. From homes with spacious accommodations to condos with incredible amenities, there is something for everyone.


This Panama City Beach, FL vacation condo is perfect for those traveling with kids. Tidewater Beach Resort is known for their extensive list of on-site amenities and gorgeous views of the beach! Here you will find 1–2-bedroom condos with enough space for 6-8 guests. Their list of amenities includes an arcade, sauna, BBQ grills, fitness facility and so much more! There are so many things to do, you may never leave your vacation condo in Panama City Beach!


Spend some much needed quality time with 30A Family Tides. With three bedrooms and two full bathrooms, there is plenty of space for 10 guests to unpack and get comfortable. Charming coastal décor and a fully equipped kitchen make this home perfect for your family’s Labor Day vacation to the beach. Enjoy community amenities including a gorgeous pool and hot tub. There are also four adult bikes included in your stay so you can experience all that 30A has to offer the best way there is: on a bike!


Stay in a beachfront condo on Okaloosa Island at Sea Oats! These mid-rise condo rentals on Okaloosa Island are about as close as you can get to the sights and sounds of the Gulf. The sugary white shoreline is just a couple steps away! The complex is home to 2–3-bedroom condos with enough space for 6-11 guests. This makes them the perfect option if you are traveling with friends, family, or both. Tons of amenities are located onsite including a beachfront pool, community grills, a fitness center, and more! Plus, Sea Oats in Fort Walton Beach is close to the Okaloosa Island Boardwalk, Gulfarium, and more attractions perfect for your Labor Day vacation to the beach.


Book your vacation at Portofino Island Resort on Pensacola Beach for a truly unforgettable stay. This incredible lifestyle center overlooks Pensacola Beach and the Intracoastal Waterway, providing stunning, panoramic views. Views so beautiful, you won’t believe it until you see it! On top of the gorgeous views, Portofino has some of the best amenities on Pensacola Beach. Take advantage of the indoor and outdoor pools, on-site dining, a poolside bar, spa on-site, and so much more. You can also rent paddleboards, go-carts, and bikes right from your rental.


Or, enjoy a luxurious vacation at High Tide! Tucked back right along the beach, this incredible home features four bedrooms, three full bathrooms, and ample space for 12 guests. As you arrive, you will notice the home is furnished with unique art décor paired perfectly with modern architecture. The highlight of the living room is the wide glass windows that curve out onto the ocean. The oversized balcony provides the perfect spot to start your day with a cup of coffee and end your day with your favorite cocktail.


If you have ever stayed in Orange Beach, you have probably visited The Wharf. Did you know you could also stay here? The Wharf is one of Orange Beach’s premier destinations for entertainment, and their on-site condos mean that you can enjoy a relaxing beach vacation while still taking advantage of the fun. The complex is home to 1–3-bedroom condos with space for 6-9 guests. No matter your reason for your Labor Day vacation to the beach, you are sure to find it at The Wharf in Orange Beach!


Rejuvenate and unwind at Big Blue in Gulf Shores. Being steps away from the beach and enjoying the evening breeze on your private balcony will help you recharge for your return to everyday life. Two bedrooms and two full bathrooms provide enough space for 10 guests. Making this a great choice for groups of all sizes! Feel secluded at the beach while also being just a short drive away from area excitement! Book Big Blue for your Labor Day vacation at the beach!