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Kayla Madison-Travel Agent-Pineapple Escapes

Ready for a Caribbean escape? As a Caribbean specialist, I'll take the stress out of planning your perfect getaway!

Whether it's an all-inclusive resort with Sandals or Secrets; or a dreamy cruise with NCL, Virgin Voyages, or Princess, I’m here to help!

30/01/2025

🚨 LAST CHANCE to Save BIG with Virgin Voyages! 🚨

Today is the FINAL DAY to book and score 80% off your 2nd Sailor on ANY 2025 or 2026 voyage! 🌎⚓ Plus, enjoy up to $300 in free drinks to sip while indulging in our award-winning dining. 🍷🍹

🍾 Book TODAY and get:
✔️ 80% off your 2nd Sailor—on all itineraries!
✔️ Free drinks based on voyage length:
🍸 4-5 nights: $100 in free drinks
🍹 6-8 nights: $200 in free drinks
🍾 9+ nights: $300 in free drinks

Don't miss your chance to experience adults-only, all-inclusive luxury at sea—no buffets, no kids, just epic dining, vibrant nightlife, and unforgettable destinations. 🌟

📅 This deal disappears at midnight—book NOW! 🚀⚓

30/01/2025

🚢 A New Year, A Blank Slate – 365 Days to Set Sail! 🌊

When I think about 2025, I see endless opportunities to explore the world by sea. Cruising is the perfect way to make the most of those 365 days, and I’ve got 3 incredible itineraries you’ll want on your radar:

➡️ The Mediterranean
Why it’s amazing: Sail through history with stops in iconic destinations like Rome, Santorini, and Barcelona. Think cobblestone streets, breathtaking sunsets, and mouthwatering cuisine—all in one trip!

➡️ Alaska
Why it’s amazing: Experience nature’s grandeur with glacier-filled fjords, towering mountains, and up-close wildlife encounters. Perfect for adventure seekers and nature lovers alike.

➡️ The Caribbean
Why it’s amazing: Sun-soaked beaches, turquoise waters, and vibrant island culture await. Add in private islands and fun excursions like snorkeling or zip-lining, and you’ve got a dream vacation.

🌍 How about you—any destinations on your 2025 travel wish list? Share them in the comments, and let’s chat about making those dreams a reality! 🛳️

29/01/2025

✨ My Top Picks for Sandals & Beaches Resorts in 2025 ✨

It’s hard to pick favorites, but these standout resorts are at the top of my list to recommend for your next luxury getaway:

🌴 If you’re all about that luxe lifestyle:
Sandals Royal Barbados offers overwater bungalows, a rooftop infinity pool, world-class dining, and a serene spa experience that will leave you feeling refreshed and pampered.

💞 If you’re looking for the ultimate couples’ escape:
Sandals South Coast is perfect for romance with its overwater chapel, beachfront tranquility, and candlelit dinners under the stars. It’s the ultimate destination for reconnecting with your love.

👨‍👩‍👧 If you’re searching for family-friendly fun:
Beaches Turks & Caicos is a dream come true with its endless activities for kids and teens, waterparks, spacious suites, and pristine beaches the whole family will love.

Each of these resorts offers something truly special—whether you’re planning a romantic retreat or a family adventure.

💌 Ready to book or need help choosing the perfect destination? Send me a DM, and let’s start planning your dream getaway! 🌺

28/01/2025

🌴 What does the perfect day at Sandals South Coast look like? 🌊

✅ Morning: Start your day with a peaceful yoga session on the pristine white-sand beach, surrounded by the sound of gentle waves.

✅ Afternoon: Spend the afternoon floating in one of the longest pools in the Caribbean or exploring the resort’s lush tropical gardens. Feeling adventurous? Try kayaking or paddleboarding in the crystal-clear waters of Jamaica’s south coast.

✅ Evening: End your day with a romantic dinner at one of the resort’s world-class restaurants, like a beachfront candlelit meal, paired with the finest wines.

And the best part? You didn’t have to organize a single detail! No endless scrolling for the perfect resort, no stressing over excursions, and no juggling multiple bookings.

When you work with me, I handle it all so your vacation is planned to perfection—exactly how you want it, with zero hassle.

Whether it’s Sandals South Coast or another dreamy Sandals destination, I’m here to make your travel seamless. Let’s plan your next escape! 🌺

27/01/2025

Congrats to the B's who will be celebrating their 25th wedding anniversary on the BRAND NEW Star Princess in Alaska!!! Trust me when I tell you these two are relationship goals for sure!! I hope in 25 years I will be celebrating my 25th wedding anniversary🫶

Princess is already #1 in Alaska and now they are redefining Alaska cruising with their latest addition, the Star Princess, set to debut in 2025! 🛳️ Here’s why this stunning new ship should top your travel wishlist:

✨ Unmatched Luxury: With its sleek design and innovative features, the Star Princess combines elegance with modern comfort, making every moment onboard unforgettable.

🌲 Spectacular Alaska Itineraries: Cruise through the breathtaking landscapes of the Inside Passage, Glacier Bay, and beyond. From towering glaciers to abundant wildlife, this ship will take you closer to Alaska's natural wonders.

🍴 Next-Level Dining: Savor incredible cuisine inspired by Alaska's local flavors, from freshly caught seafood to reimagined classics, paired with impeccable service.

🎭 Endless Entertainment: Enjoy dazzling performances, immersive activities, and unique cultural experiences that bring Alaska to life.

🛋️ New Horizons, Same Comfort: Discover Princess’s iconic MedallionClass® service, with features like keyless stateroom entry, streamlined dining reservations, and personalized attention.

Whether you’re exploring the ship’s gorgeous Piazza, enjoying the outdoor infinity pool, or marveling at the scenery from your balcony, the Star Princess is your ultimate gateway to Alaska’s majesty.

27/01/2025

🌴✨ Introducing Sandals St. Vincent! ✨🌴

Get ready to experience the ultimate in luxury at the newest gem in the Sandals Resorts family, located on the breathtaking island of St. Vincent. Here's why this tropical paradise should be on your travel radar:

🌊 All-New Sandals Experience
Immerse yourself in a fresh concept that blends the island’s natural beauty with Sandals’ signature luxury. Enjoy an intimate, exclusive atmosphere with world-class service and amenities.

📍 Prime Location
Wake up to stunning views of turquoise waters and lush greenery. Sandals St. Vincent is perfectly located near iconic attractions like the La Soufrière volcano, Tobago Cays, and pristine rainforests.

🏡 Luxurious Accommodations
Stay in overwater bungalows, swim-up suites, or beachfront villas with private pools. Designed with modern luxury and local charm in mind, your stay will be nothing short of perfection.

🍽️ Gourmet Dining
Indulge in global cuisines, fresh seafood, and authentic Caribbean flavors at multiple world-class restaurants. Enjoy unlimited premium spirits and wines at beachfront and swim-up bars.

🌟 Exciting Activities & Adventures
Snorkeling, paddleboarding, kayaking, diving—you name it, it’s included! Explore eco-tours, scenic hikes, or relax with spa treatments inspired by the island.

💞 Romantic Atmosphere
Perfect for couples, honeymoons, and destination weddings. Picture stunning ceremony locations, private spaces, and memories to last a lifetime.

✨ Sandals St. Vincent promises the perfect blend of tranquility, adventure, and luxury. Ready to make your escape? 🏖️

📩 Message me to plan your getaway to Sandals St. Vincent! 🌺

27/01/2025

Adults, it's time to unwind! Discover the ultimate relaxation at Perfect Day at CocoCay. Lounge on pristine beaches, sip refreshing cocktails, and enjoy delicious eats at Hideaway Beach. Treat yourself to the blissful break you deserve. Book your escape today!

27/01/2025

Congrats to my mom and aunt who will be heading out with us on our Disney Destiny Cruise!!!!

Here’s a sneak peek of what makes Disney Destiny truly special:

🌟 Immersive Storytelling at Sea: Step into worlds inspired by your favorite Disney, Pixar, Marvel, and Star Wars characters, with jaw-dropping entertainment around every corner.

🍽️ Next-Level Dining: Indulge in imaginative dining experiences that bring beloved stories to life while treating your taste buds to culinary masterpieces.

🎭 Broadway-Style Entertainment: Exclusive shows featuring timeless Disney tales with breathtaking performances and state-of-the-art technology.

🎡 Family Fun for All Ages: From interactive kids’ clubs and themed pools to adults-only retreats, Disney Destiny is designed for every member of the family.

🏖️ Bahamian Bliss: Many itineraries include a stop at Disney’s private island, Castaway Cay, where adventure and relaxation await.

25/01/2025

Congrats to the C's who will heading to Punta Cana for some well deserve beach fun!! They will be staying at Riu Punta Cana.

Riu Punta Cana offers a tropical escape filled with all-inclusive luxury and vibrant Caribbean vibes. Situated along Arena Gorda Beach, Riu Punta Cana boasts powdery white sand and crystal-clear turquoise waters, perfect for beach lovers. From beachfront parties to the resort’s disco and casino, there’s plenty of nightlife to enjoy. Plus, enjoy unlimited dining, drinks, and activities at any of the Riu Punta Cana properties, including Riu Palace Bavaro, Riu Palace Punta Cana, and Riu Bambu, through their "Stay at 1, Play at 5" concept!

25/01/2025

🌴 Tropical Bliss in the U.S. Virgin Islands 🌊

Get ready for an unforgettable eight-night Caribbean escape!
Picture yourself soaking up the sun with stops in vibrant Puerto Plata, an exciting late-night adventure in San Juan, and exploring the laid-back charm of St. Croix. After three glorious days of indulging in pure onboard luxury, cap it all off with the ultimate vibe at The Beach Club at Bimini—our exclusive private beach oasis.

This is where tropical dreams meet endless fun. Who's in? 🌺🍹✨

Click the link to check it out https://virg.in/3EbGayq

25/01/2025

🗺️ Why limit yourself to one destination when you can experience the world? Embark on a Grand Voyage with Celebrity Cruises for an epic adventure filled with unforgettable experiences from every corner of the globe.

24/01/2025

🏰 Experience Europe’s most iconic landmarks and hidden gems. Cruise from the romantic canals of Venice to the fjords of Norway, savoring Europe’s rich history, vibrant cultures, and world-class cuisine. There are so many itineraries to choose from!

24/01/2025

🌴✨ Exciting News! I'm heading to Sandals South Coast on a fam trip, and I couldn't be more thrilled to experience this stunning resort firsthand. From overwater bungalows and pristine white sand beaches to the overwater bar and European-style village vibes, this tropical paradise is sure to impress. 🏝️🍹

I'll be exploring everything this all-inclusive luxury destination has to offer and sharing all the details with you! Stay tuned for tips, insider info, and highlights from this incredible getaway. 🛳️✈️

23/01/2025

Beach days hit next level at the first of its kind Royal Beach Club Paradise Island — only on Royal Caribbean. 🏝️ Your ultimate beach day debuts in Nassau, Bahamas in December 2025.

23/01/2025

Imagine a place that you'd happily return to, time and again, for the rest of your life. Tough choice, isn't it? 🌍

For me, there's always been a magnetic pull towards the Caribbean's pristine beaches and Mexico's vibrant culture. The way the sun kisses the turquoise waters at dusk, and the taste of authentic Mexican cuisine - it's simply irresistible! 😍

But here's the twist - I've got a cruise planned this year to an unexplored Caribbean island. I've heard so many fascinating tales about it that I wonder if it might just become my new "forever favorite" destination. 🚢

I'll be sure to share my travel diary with you all in a few months, so stay tuned! 📆

But until then, I'm super curious - which destination would you choose to revisit over and over again? Let me know in the comments below. I'm always looking for new travel gems to add to my list! 💎🌴

# travelmakeslifesweeter

22/01/2025

☀️ Your perfect tropical escape awaits at CocoCay! Relax on white-sand beaches, dive into crystal-clear waters, and enjoy island adventures designed just for you!

22/01/2025

Feeling the winter blues? 🥶💨

Let's say 'adios' to the frosty mornings and 'hola' to the Caribbean sun! 🌞🌴

Swap those snow boots for flip flops, winter caps for sun hats, and frosty mornings for warm tropical breezes. Just imagine, instead of shoveling snow, you could be listening to the soothing sounds of the Caribbean waves.

I recently waved goodbye to a client who was fed up with the winter chill. They're now headed to a luxe all-inclusive resort in Mexico, trading their snowstorm woes for warm, golden sunsets 🌅 and margaritas. 🍹 They'll be rejuvenating under the warm sun before you know it!

And guess what? You could be next! Picture yourself sipping cocktails on a sun-kissed beach or admiring the endless ocean view from your private infinity pool.

Don't let the winter blues get you down. Spring isn't the only season that should make you feel alive! 🌸 DM me and let's start planning your sun-soaked escape today! 🌍✈️

# travelmakeslifesweeter

21/01/2025

The destination you didn’t know you needed on your radar for 2025 if you’re celebrating an anniversary, a big milestone, or want to get away on a romantic adventure, just because!

Now, Kauai. Let me just say — the Na Pali Coast isn’t just a backdrop for epic photos (though it is absolutely stunning). This island is for you if you’re into jaw-dropping hikes, laid-back beach days, and waterfalls so dreamy they’ll make your Instagram followers jealous.

I had a couple looking for adventure and romance (yes, you can totally have both). One day, they were kayaking along the Wailua River, and the next, they were enjoying a private picnic overlooking Hanalei Bay. Their verdict? “We’re never going back to cookie-cutter vacations.”

Here’s the thing: Kauai isn’t for the “been there, done that” crowd. It’s for the couples who want to skip the more touristy Hawaiian hotspots like Oahu or Maui and crave something unique, intimate, and unforgettable.

2025 is your year to shake things up!

Ready to start planning? Let’s chat—I’ve got ideas for days, whether it‘s Hawaii or somewhere else for your next [insert type of trip].

# travelmakeslifesweeter

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🌴✨ Introducing Sandals St. Vincent! ✨🌴 Get ready to experience the ultimate in luxury at the newest gem in the Sandals Resorts family, located on the breathtaking island of St. Vincent. Here's why this tropical paradise should be on your travel radar: 🌊 All-New Sandals Experience Immerse yourself in a fresh concept that blends the island’s natural beauty with Sandals’ signature luxury. Enjoy an intimate, exclusive atmosphere with world-class service and amenities. 📍 Prime Location Wake up to stunning views of turquoise waters and lush greenery. Sandals St. Vincent is perfectly located near iconic attractions like the La Soufrière volcano, Tobago Cays, and pristine rainforests. 🏡 Luxurious Accommodations Stay in overwater bungalows, swim-up suites, or beachfront villas with private pools. Designed with modern luxury and local charm in mind, your stay will be nothing short of perfection. 🍽️ Gourmet Dining Indulge in global cuisines, fresh seafood, and authentic Caribbean flavors at multiple world-class restaurants. Enjoy unlimited premium spirits and wines at beachfront and swim-up bars. 🌟 Exciting Activities & Adventures Snorkeling, paddleboarding, kayaking, diving—you name it, it’s included! Explore eco-tours, scenic hikes, or relax with spa treatments inspired by the island. 💞 Romantic Atmosphere Perfect for couples, honeymoons, and destination weddings. Picture stunning ceremony locations, private spaces, and memories to last a lifetime. ✨ Sandals St. Vincent promises the perfect blend of tranquility, adventure, and luxury. Ready to make your escape? 🏖️ 📩 Message me to plan your getaway to Sandals St. Vincent! 🌺 #SandalsResorts #LuxuryIncluded #StVincent #sandalscertifiedspecialist #teamsandals

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Virgin Voyages hands has the best food options!!! Best part is 20+ eateries are all included and no buffet!!!! #pineappleescapes #travelmakeslifesweeter #kaylaplanstravel #caribbeancruise #cruiseplanners #cruiseplanner #caribbeancruises #travelagentsofinstagram #StressFreeTravel #TravelAdvisorBenefits #travelagentbenefits #LuxuryIncluded #virginvoyages #virginvoyagescruise #nomorestress

Tired of the same old all-inclusives? 🚫🏝️ Here’s why your next family adventure should set sail on a cruise: ✨ Endless activities to keep everyone happy (yes, even teens!). 🍽️ Dining options that’ll satisfy the pickiest eaters. 🛳️ Unpack once, wake up somewhere new every day. Let’s find the perfect ship and itinerary for your crew—DM me, and let’s start planning your best family vacation yet! 🌊⚓ #FamilyTravel #FamilyTravelInspo #CruisingWithKids#pineappleescapes #travelmakeslifesweeter #kaylaplanstravel #VacationPlanning #VacationGoals #TravelPro #VacationPlans #cruisetravel

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