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  • 10 Local Businesses to Support This Holiday Season

    Celebrate Community, Connection, and the Key West Spirit The holidays in Key West aren’t just about sunshine, twinkling lights, and island cheer they’re about community. Supporting local businesses keeps our island vibrant, creative, and uniquely “us.” From family-owned shops to beloved restaurants and talented local makers, these small businesses are the heartbeat of paradise. At ShineGroup, we believe in giving back, uplifting our neighbors, and keeping our dollars right here in the community we love. This season, here are  12 local businesses to support whether you’re shopping for gifts, dining out, or simply wanting to spread a little island joy. 1. Kinos Sandals I live and breathe in my Kinos. Family owned and operated and handmade in Key West. Dress them up or dress them down they are a Key West wardrobe essential. 2 . Soul House Located on the corner of Frances and Southard this shop has a little bit of everything from clothes to home goods, gifts and more! 3. S kin Make Up & Giggles Enjoy a skin result oriented facial treatments, sculptural face massage, wax hair removal, makeup and hair services! 4. Key West Sunshine Club Located in Bahama Village on the Petronia Street corridor this store just seems to scream my name every time I walk by. Both a surfer and hippie's delight I love that they feature and support local artists and small businesses. 5 . Bella Laine Art Located in the stop by for my favorite hand poured candles... they are THE best.  6. Kirby's Closet An upscale, resale boutique located on Whitehead Street in Old Town. Kirby's features high end brands, personal syling, and most importantly... charcuterie & sangria  Have a special occasion or looking for a fun girls night? Book the closet for your own personal shopping experience with your favorites.   7. Sacred Space Located on Stock Island is one of my favorite artist collectives. Featuring 5 resident local artists and where you will find some of my favorite brands including: Whimsy Key West, Lucy Hawk Art, and Under The Leaf plant enthusiast.  8. Hair Verde S alon Get your hair done with: Blown Away Hair Studio, Addison's Barber Parlor or Beards & Brews 9. N ails Get your nails done at Nail Bar @ Duval Square 10. M assage Enjoy a wellness massage with Ocean Wellness Pier House Resort Every purchase you make locally helps a business owner pay their staff, restock their shelves, support their family, and reinvest right back into our island. It keeps our neighborhoods strong and our community thriving. The ShineGroup approach has always been rooted in connection, hospitality, and heart. Supporting local isn’t just something we  encourage it’s something we  live. Whether you pick up a locally made candle, grab brunch at your favorite café, or choose a handcrafted Key West treasure, your support makes a difference. Share this list with a friend, visitor, or fellow local looking to make the holidays more meaningful. And if you need customized suggestions gift guides, neighborhoods with the best shopping, or small business shoutouts I’m always here to help. Here’s to a holiday season filled with warmth, generosity, and island magic.

  • December Calendar of Events

    Holiday Magic in Paradise: Your 2025 Guide to Key West’s Festive Events December 1 World Aids Day Memorial December 2 Remarcable Tabletop Christras Tree & Wreath Auction December 3 December 4 Mac Mcanally @Key West Theater Key West Artisan Market    December 5 Mac Mcanally @Key West Theater First Friday on Fleming   Montessori United 5K Run/Walk Wesley House Family Services Holiday Village and Belighted Bike Ride December 6 Key West Hometown Holiday Parade Mac Mcanally @Key West Theater December 7 Key West Woman’s Club Community Open House December 8 Old Town Trolley's Holiday Sights and Festive Nights Tour December 9 Scrooge Macbeth @ Red Barn Theater December 10 Femmes of Rock @ Key West Theater Pet Pictures with Santa™ – Hosted by The All Animal Clinic December 11 Scott Kirby - 35 Years of Songs & Stories @ Key West Theater Anthony Rodia: Laugh Till It Hurts Tour @ Key West Theater Holiday Tours On The Trolley Fury's Annual Sunset Sail With Santa Benefiting Wesley House Key West Artisan Market    December 12 Holiday Lights Conch Tour Train Key West Art & Historical Society Annual Holiday Concert & Bazaar Holiday Concert & Bazaar Holiday Tours On The Trolley Custom House Holiday Concert & Bazaar   December 1 3 Irreverent Warriors Key West Silkies Hike Key West Lighted Boat Parade Gay Key West Holiday Lights Trolley Tour A Positive Step of Monroe County 5K Run/Walk Deck the Hulls! 34th Annual Schooner Wharf Bar Key West Lighted Boat Parade Holiday Tours On The Trolley December 1 4 Stock Island Lighted Boat Parade  Holiday Lighted Boat Parade Carnival Key West Triathlon The City's Annual Menorah Lighting Ceremony Monthly Artisan Market Holiday Tours On The Trolley December 15 Holiday Tours On The Trolley December 16 An Evening Aglow: A Candlelight Christmas With Marjory Lee @ Key West Theater Green Drinks Even t Holiday Tours On The Trolley December 17 Holiday Tours On The Trolley December 18 Holiday Tours On The Trolley Key West Artisan Market    December 19 Holiday Tours On The Trolley December 20 5k & Jingle Bell Mile Holiday Tours On The Trolley December 21 Monthly Artisan Market Holiday Tours On The Trolley Holiday Classic Car Show & Toy Drive December 22 Holiday Tours On The Trolley December 23 Holiday Tours On The Trolley December 24 December 25 Christmas Ultimate Adventure H2.0 Key West Artisan Market    December 26 Scott Kirby - 35 Years of Songs & Stories @ Key West Theater December 27 December 28 Monthly Artisan Market December 29 December 30 December 31 New Year's Eve Shoe Drop

  • Should You Buy or Sell During the Holidays? The Truth About the December Market in Key West

    The Truth About the December Market in Key West Key West in December is pure magic — twinkling lights on palm trees, warm ocean breezes, and a festive energy that makes the island come alive. While many assume the real estate market slows down for the holidays,  that’s one of the biggest myths around . In reality, December can be one of the  smartest  times to make a move in paradise. 🎁 Myth #1: “Nobody Buys Homes During the Holidays” Truth: The people who shop for homes in December are  serious buyers .They’re not browsing they’re ready to close. Many are relocating before the new year, using year-end bonuses, or looking to secure a second home before winter peaks. For sellers, that means less window shopping and more qualified offers. ☀️ Myth #2: “The Market is Too Slow” Truth: In Key West, the market rarely sleeps.The island attracts visitors year-round, and December’s festive atmosphere brings in vacationers who often fall in love with the lifestyle — and decide to buy. Plus, fewer homes are listed this time of year, giving well-presented properties a real edge. 🏡 Myth #3: “It’s Better to Wait Until Spring” Truth: Waiting can mean facing more competition.Come spring, listings surge and buyers multiply — which can drive up prices and reduce negotiation flexibility. December offers a quieter, more strategic moment for both sides: buyers have more time to evaluate, and sellers can stand out with motivated, holiday-season buyers in the mix. 🌊 The Key West Advantage What makes Key West unique? Even in “winter,” the weather is perfect, the sunsets are spectacular, and homes show beautifully. From Old Town cottages to waterfront estates, properties glow with island charm and buyers feel it. If you’re considering buying your slice of paradise or listing your island home, don’t overlook December. It’s a season full of opportunity, connection, and serious momentum wrapped in the tropical sparkle that only Key West can offer.

  • Giving Back in the Keys: How ShineGroup Spreads Sunshine All Year Long

    Celebrating Community, Compassion & Connection in Key West Here in Key West, community isn’t just a word it’s a way of life. We show up for one another, lend a hand when it’s needed, and keep our island strong through small acts of kindness that add up in big ways. At ShineGroup, giving back isn’t reserved for the holidays. It’s who we are, all year long. From serving our neighbors through  Shoveling Sunshine  to supporting  Rotary Club initiatives  and partnering with beloved local charities, our team believes in putting heart into action because when we support each other, the whole island shines brighter. As we head into the holiday season, here’s a closer look at how ShineGroup spreads sunshine throughout the Keys…and how you can get involved. ☀️  Shoveling Sunshine: Small Acts, Big Hearts One of ShineGroup’s signature initiatives,  Shoveling Sunshine  is all about stepping in where the community needs an extra boost. The ShineGroup team donates 10% of all team commissions to Shoveling Sunshine, Inc. a non-profit that supports Keys residents when they have to travel outside of Monroe County for medical care. 💛  Local Charities That Keep Our Island Strong Key West is full of incredible organizations doing essential work. ShineGroup regularly partners with and supports charities that make a real difference, including: The SOS Foundation  – Providing nutritious meals and resources for local families. Rotary Club of Key West , an organization known for its long-standing commitment to making the island better for all. AH of Monroe County  – Supporting housing and health services for residents in need. FKSPCA  – Giving love, shelter, and second chances to our island’s animals. MARC House  – Enriching the lives of adults with developmental disabilities through meaningful programs and community connection. Irreverent Warriors - promoting mental health for veterans through humor and comraderie. The Boys & Girls Club of the Keys  – Creating safe, inspiring spaces for local youth. These organizations rely on community involvement—whether it’s time, donations, or simply sharing their mission. 🎁  How You Can Give Back This Season If you’re looking for ways to spread sunshine this holiday season, here are simple and meaningful ways to get involved: ✔  Donate locally Even small contributions make a big impact here in the Keys. ✔  Volunteer your time Help at a food drive, participate in a cleanup, mentor a student, or pitch in at a local event. ✔  Support local families Holiday toy drives, meal sponsorships, or neighbor-to-neighbor assistance go a long way. ✔  Shop small Your holiday purchases can support artisans, makers, and family-owned businesses right here in paradise. ✔  Share opportunities Encourage friends and followers to get involved—sometimes awareness is the first step to action. S hine Together, Stronger Together Key West thrives because of the people who care about it—people who show up, lift others up, and pour love back into the community. At ShineGroup, we’re honored to be part of the island’s story and to support the causes that keep our home resilient, vibrant, and full of hope. If you’re seeking ways to give back or want help choosing a charity or volunteer opportunity, reach out. We’d love to point you in the right direction. Here’s to a season of generosity, gratitude, and shining a little brighter together. ✨

  • How to Maximize Your Investment Property for the Winter Rental Season

    When temperatures dip up north, Key West heats up and so does the rental market. Every winter, snowbirds flock to the island for months of sunshine, salt air, and that laid-back island pace.If you own an investment property here, now’s the time to make sure it’s ready to shine. Here’s how to attract quality renters, maximize income, and keep your property in top shape all season long. 1. Nail Your Pricing Strategy Winter is peak season in Key West, but it’s also competitive. Research current rates for similar properties in your neighborhood even slight adjustments can make a difference. Offer flexible options: Consider a two- or three-month stay discount to appeal to snowbirds who want longer leases. Highlight value, not just price: If your home includes parking, a pool, or easy beach access, call it out in your listing renters will pay for convenience. 2. Refresh Your Décor for the Island Vibe Your renters are escaping the cold make sure your space  feels like a tropical getaway. Add light linens, beachy art, and greenery for a fresh, airy feel. Keep décor simple but high-quality think “coastal calm,” not clutter. Include thoughtful extras like beach towels, a blender for margaritas, or a guidebook of your favorite Key West spots. 3. Take Care of Pre-Season Maintenance Before your first renters arrive, handle the essentials: Service your HVAC and ceiling fans to keep things cool. Check all appliances and plumbing for leaks or wear. Clean or replace outdoor cushions and inspect decks, railings, and lighting. Stock up on essentials like lightbulbs, batteries, and cleaning supplies for easy guest turnover. 4. Market the Experience, Not Just the Property In Key West, lifestyle sells.Use your listing photos and captions to capture the feeling of winter in paradise morning coffee on the balcony, sunset walks on White Street Pier, or lazy afternoons by the pool.Renters aren’t just booking a home; they’re booking  your version of the island dream. The winter rental season in Key West is your moment to maximize returns and showcase your property’s charm. A little preparation goes a long way from updated décor to smart pricing and proactive maintenance. With the right touches, your home won’t just rent it’ll stay booked all season long.

  • Holiday Magic in Paradise: Your 2025 Guide to Key West’s Festive Events

    This winter Key West is lighting up the island with holiday magic tropical style. December in paradise is filled with sparkling lights, waterfront celebrations, festive tours, and that unmistakable Key West charm that makes the season feel extra special. Check out Krystal's 2025 guide highlights the must-see events that bring the island to life. Share it with friends, clients, and visitors looking to experience the joy of the holidays Key West style. Key West Lighted Boat Parade A Key West classic and one of the most anticipated holiday events of the year. Imagine a fleet of boats big, small, quirky and creative gliding across the historic Key West Harbor covered in twinkling lights and festive décor. Grab a waterfront seat or hop aboard one of the participating vessels to enjoy the parade from the water. Expect holiday music, tropical vibes, and a whole lot of island cheer. This is one event your December calendar  needs . Best for:  families, visitors, and anyone who loves a holiday celebration that glows on the water. Holiday Historic Inn Tour Key West’s charming inns and boutique hotels open their doors for a rare “behind-the-scenes” holiday experience. Each stop on the tour is decked out with unique seasonal decorations think tropical wreaths, gingerbread architecture, island-inspired Christmas trees, and historic homes wrapped in twinkling lights. Local musicians often perform, and some inns offer light bites or festive drinks. Strolling from inn to inn on a cool December evening feels like stepping into a living holiday postcard. Best for:  history lovers, design enthusiasts, and anyone who wants a more intimate, old-town-meets-holiday experience. Key West Holiday Village Set in the heart of the island's holiday scene, the Key West Holiday Village brings festive fun for all ages. Expect artisan vendors, live performances, themed nights, and plenty of spots for that perfect holiday photo. From tropical Santa visits to holiday markets and sweet treats, the Holiday Village captures the joyful spirit of island life. It’s a community favorite and a must-see for visitors wanting a taste of local holiday cheer. Best for:  families, shoppers, and guests looking to soak up holiday energy in a lively setting. Why December in Key West Feels So Magical There’s something special about celebrating the season in paradise. The weather is cool but breezy, palm trees sparkle with lights, the island slows down just enough, and locals embrace the holiday season with the easygoing warmth Key West is known for. Whether you’re taking in the sunset at Mallory Square, exploring festive neighborhoods, or sipping something delicious on a porch wrapped in garland, the island just feels… magical. Key West holidays aren’t just about events they’re about community, creativity, and celebrating in a place that feels like home. If you’re planning holiday content, looking for things to do, or helping clients plan their trip, this guide is your go-to resource for everything festive in paradise. And if you ever need personalized recommendations best viewing spots, local traditions, or hidden gems I’ve got you covered.

  • Why the Holidays Hit Different in Key West

    Because in paradise, the season doesn’t just sparkle it  shines . There’s something undeniably magical about the holidays in Key West. While the rest of the country slips into scarves and snow boots, we’re stringing lights across porches lined with palms, gathering for outdoor dinners under breezy December skies, and watching Santa cruise into town on a boat instead of a sleigh. Longtime locals & snowbirds know that the holidays here just  hit different . Here’s why. 1. Twinkling Palm Trees > Snow-Covered Pines Palm trees wrapped in glowing lights are a Key West holiday signature. From Old Town streets to waterfront resorts, the island transforms into a tropical wonderland colorful, quirky, and unmistakably “us.”It’s impossible not to feel festive when the whole island is sparkling, even without a single snowflake. 2. Outdoor Dinners… in December Imagine gathering with friends and family at an outdoor table, sipping wine, enjoying fresh seafood, and feeling the warm ocean breeze all  in the middle of December .That’s the beauty of Key West living.Holiday meals here are long, slow, joy-filled evenings that stretch into the night, often ending with a sunset stroll or a walk through decorated neighborhoods. 3. Holiday Traditions With a Key West Twist Here, our classic holiday moments come with a tropical edge: Santa arrives by boat. Lighted kayaks and paddle-boards glide through the water at night. Inns, historic homes, and marinas deck out in extravagant coastal décor. Neighborhoods host porch parties instead of indoor gatherings. It’s festive, fun, and uniquely Key West a celebration shaped by the sea and our island’s warm spirit. 4. The Island Slows Down (Just a Little) Despite the energy of holiday visitors, there’s a peaceful rhythm to December in the Keys. Locals savor cooler mornings, golden sunsets, and breezy days that feel tailor-made for reflection.It ’s a time to reconnect with neighbors, with nature, and with the slower, simpler lifestyle that makes island living so special. 5. Every Day Feels Like a Vacation — Even During the Holidays Living in Key West means the holiday season isn’t about escaping winter stress — it’s about enjoying a lifestyle where warmth, color, and community are built in.From waterfront yoga to paddle-boarding on Christmas morning, the island gives you an effortless sense of ease that people travel thousands of miles to experience. 6. And Yes… Living Here Makes Every Season Magical There’s a reason people come to Key West for the holidays and end up thinking,  “What if we lived here full-time?” The charm of Old Town, the vibrant neighborhoods, historic homes with festive porch lights, and the tucked-away tropical retreats make the season feel endlessly inspiring especially for anyone dreaming of a future in the Keys. If the holidays have you imagining a life where December feels like this every year… you’re not alone. Dreaming of a New Home in Paradise? Whether you’re relocating in 2026, investing in a second home, or simply exploring your options,  ShineGroup is here to guide you with local expertise and a warm, white-glove approach. Let’s explore what life and real estate in Key West could look like for you. When you’re ready, I’m here to help you make paradise your every day.

  • Year-End Financial Tips for Florida Homeowners

    Hey there Florida Homeowners! As the year starts winding down and the ocean breeze gets just a  tiny  bit cooler (you know, like 78° instead of 82°), it’s the perfect time to take a look at your home finances before the calendar flips. A few smart moves now can save you some serious cash next year. Grab an iced tea or maybe a mojito and let’s dive in.  1. Check Your Homestead Exemption If your Florida home is your  primary residence , you could be eligible for the Homestead Exemption, which can lower your property taxes—sometimes by thousands. Here’s your to-do: Make sure your deed and driver’s license show your Florida address. File or renew your exemption with your county property appraiser’s office by March 1 for the upcoming year. If you’ve moved recently, double-check that your new home has the exemption applied. A few minutes of paperwork now = more cash for next year’s beach trips. 🏖️ 2. Property Tax Reminders Florida property taxes come due in November, and the earlier you pay, the bigger your discount: 4% off if paid in November 3% in December 2% in January 1% in February So if you’ve been meaning to send that payment, it might be worth doing it sooner rather than later. Think of it as your holiday gift to future you. 🎁 3. Review Your Home Insurance Hurricane season may be behind us, but your homeowner’s insurance still deserves a quick check-up before renewal time. Ask yourself: Does your coverage still reflect your home’s true value? Have you added a new roof, solar panels, or made upgrades that could lower your premium? Are you taking advantage of all wind mitigation credits? Florida’s insurance scene can be a bit of a rollercoaster, but staying proactive keeps you ahead of the wave. 4. Go Green with Energy-Saving Upgrades Did you know certain energy-efficient home improvements can qualify for federal tax credits? Yup—saving the planet  and  trimming your tax bill sounds pretty good. Consider upgrades like: Solar panels or solar water heaters ☀️ Energy-efficient windows or doors 🪟 Smart thermostats or new insulation to keep that cool air in DYK- Keys Energy offers rebates for energy efficient appliance upgrades? Not only will your utility bills drop, but you’ll feel great knowing your home’s a little greener and more hurricane-resilient, too. Before you swap spreadsheets for flip-flops and head to a sunset celebration, give your finances a little end-of-year TLC. A few small tweaks now can make your home life breezier (and your wallet happier) in 2026. Here’s to sunshine, savings, and smooth sailing into the new year! 🌞⚓

  • Monroe County Real Estate Forecast 2026

    Expert commentary + data-driven predictions from ShineGroup — what Keys buyers, sellers, and investors need to know next year. Key takeaways up front Prices are cooling but remain high  — Monroe County’s median home price sits well over $900K–$1.2M depending on the dataset, and the market is showing signs of normalization after pandemic-era highs.  Inventory and days-on-market are rising,  giving buyers more options and bargaining power in many segments.  Short-term rental (STR) rules remain a major driver  — stricter permitting, zoning, and advertising rules are reshaping the STR investment thesis across the Keys. Compliance and local licensing are essential for 2026.  Tourism fundamentals are steady  (occupancy and TDT revenues holding), supporting vacation-rental demand—though growth is more modest than prior years.  1) 2025 context → how it shapes 2026 2025 closed with higher inventory and longer time-to-sale compared with the red-hot market of 2020–2022. Median listing and sale prices in Monroe County remain among Florida’s highest, but month-to-month figures show a softening trend rather than a crash. That combination points to a  gradual market correction  in 2026 rather than a sudden droP especially for non-waterfront, non-luxury homes.  Why this matters:  sellers who priced aggressively in 2021–22 will need to be realistic; buyers can find better negotiating leverage on more listings. 2) Price & inventory outlook (what to expect) Price range:  Expect a  modest downward or flat adjustment  (low single-digit percentage range) for many neighborhoods in 2026 as mortgage rates continue to influence affordability and sellers adjust to new comps. Luxury waterfront properties and unique island estates will be more resilient.  Inventory:  More active listings and moderately longer days on market give buyers time to compare, and could push some sellers to offer incentives (credit for insurance, closing assistance, flexible escrow).  Renter demand:  Seasonal tourism remains supportive for demand in desirable short-term markets; mid-term and long-term rentals may see upticks as buying becomes less affordable for some. 3) Short-term rentals & regulations — the biggest variable for investors Regulatory changes are the single largest risk/reward factor for STR investors heading into 2026. Monroe County’s  Special Vacation Rental Program  and city-level licensing in places like Key West require permits, manager licensing, and advertising that reflects minimum stay requirements. Non-compliance risks fines, delisting from platforms, or permit denial.  Prediction:  Local governments will continue to refine STR policy expect stricter enforcement, clearer permitting timelines, and potentially more caps or zoning-based restrictions in higher-density areas. Investors must add regulatory risk to underwriting models. Action for investors:  before you buy for STR income, verify (1) zoning, (2) permit pathway, (3) local occupancy taxes and TDC registration, and (4) realistic occupancy/ADR assumptions accounting for possible 28-day minimums in some districts. 4) Neighborhoods & product types to watch Old Town Key West / Historic Core:  Remains premium—strong demand for turnkey, historic cottages; limited supply keeps values higher. STR rules and historic preservation may limit investor conversions.  Waterfront & island estates:  Luxury will stay resilient; buyers seeking lifestyle and scarcity will continue to compete. Marathon / Lower Keys:  More land and comparatively lower entry price for waterfront living attractive to second-home buyers and longer-term rentals. Infill / condos / 55+ product:  With affordability pressures, look for growth in condos and age-restricted communities that target downsizers and seasonal residents. 5) Insurance, climate risk & lending — practical considerations Insurance costs & availability  continue to be a top practical factor for transactions in the Keys. Underwriting changes and higher premiums will affect net buyer budgets and should be forecasted into offers. Flood risk and resiliency measures  (elevations, impact windows, newer roofs) are increasingly valuable in pricing and in qualifying for better insurance rates. ShineGroup tip:  show buyers an insurance estimate early in the process. It’s a deal-maker (or breaker) in many Monroe County transactions. Final word why ShineGroup is your 2026 Keys partner The Keys market is local, nuanced, and heavily influenced by regulations, tourism, and climate-related costs. ShineGroup blends island-level market intel with hands-on transaction experience and community connections. Whether you’re buying a cozy Old Town cottage, selling an estate, or evaluating an investment with STR risk, we provide the data, local insight, and tactical guidance you need. Want a custom Monroe County market snapshot for your neighborhood or an investment feasibility model? Tell us the address or property type and we’ll build a tailored analysis with local comps, projected cash flow, and compliance checklist. — Krystal & Jess

  • Holiday Magic in Paradise: Your 2025 Guide to Key West’s Festive Events

    Because palm trees look even better wrapped in twinkle lights.   The holidays hit different down here in Key West instead of snowflakes, we get salt air; instead of fireplaces, we gather by the water. But trust us, the island knows  exactly  how to bring the festive spirit, island-style! Lighted Boat Parade – December 14, 2025 Nothing says “Florida Christmas” quite like a parade of boats decked out in twinkling lights, wreaths, and inflatable flamingos. The  Key West Lighted Boat Parade  is a local legend picture yachts, fishing boats, and even kayaks gliding through the Historic Seaport, all aglow. Pro tip:  Grab a spot early along the Harbor Walk or book a dinner reservation at one of the waterfront restaurants for the best view (and a margarita in hand). Holiday Historic Inn Tour – December 6 & 13, 2025 Take a stroll through Key West’s most charming inns, each dressed up for the holidays with island flair. Think lush tropical wreaths, vintage decorations, and plenty of warm welcomes. This annual event supports the  Hospice & Visiting Nurse Association , so you’ll be giving back while soaking in some serious holiday charm. Don’t miss:  Complimentary treats and cocktails at each stop a little taste of local hospitality never hurts! Key West Holiday Village – All December at Truman Waterfront Park The  Key West Holiday Village  turns Truman Waterfront Park into a twinkling wonderland the whole month of December. Expect festive lights, a pop-up market, food trucks, live music, and even a visit from Santa (who, yes, sometimes arrives by boat). It’s perfect for families, date nights, or anyone who just wants to stroll through holiday cheer in board shorts. Bonus Festivities You’ll Love Historic Seaport “Bight Before Christmas” Celebration  – nightly lights, carolers, and waterfront vibes. New Year’s Eve Drops  – from the famous Conch Shell at Sloppy Joe’s to the Red Shoe Drop on Duval, Key West rings in the New Year like no one else. Island Holiday Markets  – shop local for handmade gifts, art, and tropical ornaments you won’t find anywhere else. Tag your photos with  #KeyWestHolidays  and share the island magic because down here, Christmas is all about sunshine, smiles, and a touch of salt air.

  • Why Locals Love November in Key West

    Ask anyone who calls Key West home, and they’ll tell you November is pure magic. The summer heat has softened, the skies stay brilliantly blue, and a light breeze rolls in that makes every bike ride, beach walk, and evening on the porch feel just right. It’s the kind of weather that reminds you why you fell in love with island life in the first place. This is the locals’ season , the calm before the holiday rush, when the streets are lively but never too crowded, and you can still grab a seat at your favorite restaurant without a wait. It’s the month when the snowbirds start to trickle in, the marinas hum with activity, and boating days are picture-perfect. The water is warm, the sunsets are breathtaking, and the pace of life hits that perfect Key West rhythm, easygoing yet full of possibility. For us at ShineGroup, November captures the heart of what it means to live in the Keys. It’s a time to reconnect with community, to enjoy the small moments, morning strolls along the harbor, local art walks, sunset sails with friends. It’s also the start of the season when the island begins to sparkle with holiday lights and a spirit of togetherness that only Key West can create. So, as the rest of the country pulls out sweaters and snow shovels, we’re grateful for balmy evenings, salty breezes, and that unmistakable island charm that makes every November here feel a little like a homecoming. 🌴☀️

  • Florida Homestead Exemption: Deadlines and Benefits for 2025

    If you bought a home in the Florida Keys this year, now’s the time to get ready for one of the biggest homeowner perks the Florida Homestead Exemption. This benefit can save you thousands on your property taxes each year, but only if you file on time! What Is the Homestead Exemption? The Florida Homestead Exemption reduces the taxable value of your primary residence by up to $50,000, potentially lowering your annual property tax bill. It also caps how much your assessed value can increase each year (no more than 3%), offering long-term protection from rising taxes a huge advantage in our appreciating Keys market. Key Filing Deadlines for 2025 Filing period: January 1 – March 1, 2025 Where to file: Monroe County Property Appraiser’s Office ( mcpafl.org ) Who qualifies: Florida residents who own and occupy their home as their primary residence as of January 1, 2025 If you miss the March 1 deadline, you’ll likely have to wait another year to receive the exemption so planning this November is key. What You’ll Need Gather your documents early so you’re ready to file right after the new year. You’ll typically need: Florida driver’s license or ID with your home address Vehicle registration (with the same address) Voter registration or Declaration of Domicile Property deed or closing statement Why Prepping in November Matters Taking a few minutes now to organize your paperwork can mean real savings later. Many homeowners wait until January, only to scramble or miss out entirely. By preparing early, you’ll be ready to file right away and lock in valuable tax savings for years to come. If Key West (or anywhere in the Keys) is truly home, make it official with the Homestead Exemption. Mark your calendar for January 1, have your documents ready, and give yourself the gift of lower taxes in 2025!

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