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Through Heather's Looking Glass

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Ultimate Summer Getaway: My Gulf Shores and Orange Beach Vacation

May 26, 2023 | Travel

Disclosure: This post is sponsored by Gulf Shores & Orange Beach Tourism about having an Orange Beach vacation. However, all opinions are my own.

Are you yearning for an unforgettable summer vacation? Look no further than an Orange Beach vacation, or stay in Gulf Shores, Alabama! Located on the pristine shores of the Gulf of Mexico, this coastal paradise offers a plethora of activities and attractions that are perfect for a last-minute summer getaway. From luxurious condo stays to exciting adventures on land and sea, you’ll find endless opportunities for relaxation and fun. What’s even better is there are plenty of places to stay, still available for this summer! Click this link to book today, beach tomorrow! Let’s dive into some must-see highlights of this hidden gem.

orange beach vacation

Unwind in Style at Four Winds Condos

Your home away from home awaits at the Four Winds Condos. Nestled along the beach, these condos provide a comfortable and lavish retreat for visitors. With spacious living areas, fully equipped kitchens, and breathtaking ocean views from private balconies, the Four Winds Condos offer an idyllic setting for relaxation. Enjoy direct access to the beach, onsite amenities like a pool and hot tub, and the convenience of nearby dining and shopping options. Our specific unit, 302, had just undergone an extensive renovation, and looked beautiful! We enjoyed our stay and felt right at home.

orange beach vacation

Embark on a Custom Cruise with Captain Don

Explore the Gulf of Mexico’s stunning waters with a custom cruise led by Captain Don. Whether you’re seeking a romantic sunset sail or a thrilling dolphin-watching adventure, Captain Don will tailor the experience to your preferences. Discover restaurants and islands, look for sea life, or simply bask in the tranquility of the water. Captain Don is also super knowledgeable of the area, homes along the water, and dolphins. We asked a lot of questions and he answered them all!

orange beach vacation

Test Your Skills at Jurassic Golf

Embark on a prehistoric adventure at Jurassic Golf, where you’ll journey through a lush, blacklit landscape filled with life-sized dinosaurs. Putt your way through 18 challenging holes, surrounded by 3D fun. This family-friendly attraction combines excitement and whimsy, making it a hit for all ages. Challenge your loved ones to a friendly competition and create lasting memories amidst the roar of the dinosaurs.

 

Escape into Adventure with Breakout Games

Engage your inner detective and gather your friends for an exhilarating escape room experience at Breakout Games. Test your teamwork, problem-solving, and critical thinking skills as you work against the clock to solve intricate puzzles and unravel  mysteries. With multiple themed rooms to choose from, Breakout Games promises an unforgettable adventure for all puzzle enthusiasts. There are several family friendly games, and we loved the Island Escape! We beat the clock with over 6 minutes to spare.

orange beach vacation

Indulge in Beach Bliss on your Orange Beach vacation

No visit to Orange Beach and Gulf Shores is complete without soaking up the sun on its stunning beaches. Sink your toes into the warm sand, and relax to the sound of crashing waves. Whether you’re building sandcastles with your family, strolling along the shoreline hand in hand with a loved one, or simply unwinding with a good book, the beaches here offer the perfect backdrop for ultimate relaxation and rejuvenation.

orange beach vacation

Don’t miss out on the opportunity to create lifelong memories on a last-minute summer vacation to Orange Beach and Gulf Shores, Alabama. From the luxurious accommodations at Four Winds Condos to the thrilling adventures of custom cruises, Jurassic golf, and Breakout escape rooms, this coastal haven promises an extraordinary getaway. Book your trip today and get ready to dive into the perfect blend of sun, sand, and adventure, as soon as tomorrow on your Orange Beach vacation!

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Related: 4 Hacks to make your beach vacation easier.

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Plan your last-minute summer vacation to Orange Beach and Gulf Shores, Alabama, and enjoy a memorable beach experience. From stunning condo accommodations and thrilling custom cruises to exciting activities like Jurassic golf and escape rooms, this hidden gem offers something for everyone. Read on to learn more!

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I am Heather Montgomery, a southern girl living in Knoxville, Tennessee with my husband Bobby, 11-year-old daughter Emma Kate, and our goldendoodles Dolly and Luna. I’m just a regular girl who likes to workout, travel, hang with my family, text, and eat chips and queso. Be sure to check out my “about me” page for more info!
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No offense to camping, but waking up on a Disney c No offense to camping, but waking up on a Disney cruise is a pretty strong upgrade. 😅 🚢 
Who’s with me? 🙋🏻‍♀️

We are SUPER excited because we just BOOKED a Disney cruise for fall break! Eeepppp! I’ll share more soon in my stories so check back! 

#disneycruise #disneycruiseline #disneymeme #disneyfunny
🇺🇸 Happy 250 America! 🇺🇸 So thankful to live in t 🇺🇸 Happy 250 America! 🇺🇸 
So thankful to live in the land of the free because of the brave. 

We had a beautiful day celebrating our great country. 
❤️ 🤍 🩵

Walking to the parade and the golf cart we parked on the route earlier 

Dolly stayed at the house with Grammy 

Yearly parade tradition in my parents neighborhood 

🇺🇸🇺🇸

Luna girl got her paws in some sausage 🙄

Dolly in her happy place playing fetch while we grilled 

Another parade snap 

There were some adorable floats 

EK got to go tubing with some of my parents’ friends in the afternoon 

Homemade ice cream and brownies are a must 

As are sparklers while we wait for fireworks 

Papa 😆

Mom and her buddy before the fireworks 

🇺🇸🎉

40+ minute firework show. 

Waiting on the fairway for the show. Her favorite part of the day 

She gets to run around and play and I love watching her have fun! 

Fireworks set up 

🥹
Not saying you should book a Disney cruise for the Not saying you should book a Disney cruise for the Drink of the Day…

…but I’m also not not saying that. 🍹🚢😂
Girl math strikes again! 🫣

#girlmath #disneycruise #disneycruiseline #castawaycay #disneycruisetips
So thankful for summertime! ☀️ @thehendersonfl i So thankful for summertime! ☀️ 

@thehendersonfl is one of our all time faves (for obvious reasons, look how blue that water is! Look how amazing the drinks look! Look at the huge smiles on our faces!) we always come away feeling so relaxed and refreshed. 🧖‍♀️ 

If you want a luxury hotel feel in Destin Florida, but still something that caters to families (hello kids club!) then this is it! Your search stops here! Drop any questions you may have in the comments and I am happy to answer. 🏖️ 

#hendersonbeachresort #destinfwb #thehenderson #destinflorida #destinbeach
If you are doing Disney World, this is an easy clo If you are doing Disney World, this is an easy close by dinner to slip into one of your nights that will have you saying: “why didn’t we come here sooner?!?” (Ad) 🍝 

Simply Capri is just outside the parks and feels like a calm reset from the chaos of the day. Soft lighting, relaxed pace, and an authentic Italian menu where everything feels familiar in the best way. (Their pizza oven was sent over FROM Italy!) 🍕 

Enjoy cocktails on the patio or dessert under the soft lighting after dark. It still feels like part of your vacation, just with a slower rhythm and high quality delicious food. 

Save this reel for a night when you want a break from park food but still want something near by!! 🇮🇹 

@simplycapriorlando #simplycapri #simplycapriorlando #italianrestaurant #orlandodining #disneydining
Oldie but goodie! 😍 I can’t believe we are #halfwa Oldie but goodie! 😍
I can’t believe we are #halfwaytotheholidays! 🎄 

@disneyparks Has been releasing all kinds of great info like dates for Mickey’s Very Merry Christmas party, Jollywood nights, and EPCOT Festival of the Holidays! See below for details:

🎄 Mickey’s Very Merry Christmas Party
November 8, 2026 – December 22, 2026 

✨ Disney Jollywood Nights
November 7, 2026 – January 5, 2027 

🎅 Walt Disney World Holiday Season (resort-wide decor etc.)
November 13, 2026 – January 6, 2027 

🎄 EPCOT International Festival of the Holidays
November 27, 2026 – December 30, 2026 

It’s my favorite time to visit! Are you planning to go this year? What are you looking forward to? I have never done Jollywood Nights and we haven’t done MVMCP since Emma Kate was itty bitty. We gotta make it happen! 

#disneychristmas #jollywoodnights #epcotfestivaloftheholidays mickeysverymerrychristmaspart
I’ll be honest… I sometimes find beach resorts kin I’ll be honest… I sometimes find beach resorts kind of repetitive.(ad)

Beach. Pool. Restaurant. Repeat.

But @margaritavillefortmyers surprised me. 🎉

What made it stand out wasn’t just the beautiful beach. It was the little things. A pool we kept coming back to, a location that made everything easy, sunsets right on property, spacious rooms, and that sweet spot of being family friendly without feeling like a kid-focused resort.

It ended up being one of those trips where we were already talking about coming back before we even left. I want one of you to experience this feeling for yourself, sssooooo….

🎉 Now YOU could be gifted a 2-night stay! 🚨 (closed, winner announced in stories 6/6)

🏖️ Prize: Complimentary Two-Night Stay at Margaritaville Beach Resort Fort Myers Beach, Florida

⚠️ Blackout dates apply.

How to Enter:
✅ Like this post & follow both @HeathersLG and @margaritavillefortmyers
✅ Tag at least 2 friends in the comments (extra comments/tags = extra entries!)
✅ Comment: Are you a pool or beach person?

BONUS ENTRY: Share this reel on your story! 

#MargaritavilleFortMyersBeach #FortMyersBeach #BeachVacation #Floridavacation #BeachResort

*Not affiliated with Instagram. Must be 21 or older. Closes on 7/2/2026, and will be announced in stories. I will never ask for cc info or for you to fill out a form! DM’s will only come from me or Margaritaville!

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