Group 2 3 min ReadWhy South Florida Is Your Perfect Winter Escape: Hollywood, Fort Lauderdale & Miami Winter hits differently in South Florida. While most of the country bundles up and braces for freezing temperatures, Hollywood, Fort Lauderdale, and Miami settle into their prime season. The skies stay clear, the ocean stays warm, and every day feels like a long, golden afternoon. If you’ve been dreaming of a warm-weather break that blends relaxation, culture, and just the right amount of energy, this is the place to be. South Florida in the winter isn’t just a getaway; it’s a completely refreshed version of the season. Temperatures hover in the 70s and low 80s, humidity drops, and the cities come alive with festivals, outdoor dining, and the kind of beach days that make you forget winter exists at all. Hollywood, FL: A Classic Beach Town With a Fresh Edge Hollywood has an unmistakable charm. Its iconic Beach Broadwalk sets the tone, stretching along the shoreline with cafés, juice bars, oceanfront restaurants, and the kind of laid-back energy that instantly slows you down. It’s the perfect place to spend an entire day walking, biking, people-watching, or lounging by the water without feeling rushed. Beyond the beach, Hollywood surprises visitors with its creative side. Downtown is filled with bold murals, walkable streets, and local restaurants that bring in flavors from all over the world. And for travelers looking to immerse themselves in nature, the nearby Anne Kolb Nature Center offers peaceful mangrove trails and scenic overlooks that make you forget you’re minutes from the city. Fort Lauderdale: Coastal Cool Meets City Style Fort Lauderdale delivers that sweet spot between luxury and low-key comfort. Winter days here are bright and breezy, perfect for exploring the clean, palm-lined beaches or grabbing an outdoor table for brunch. Las Olas Boulevard is the heart of the action, mixing boutiques, cafés, galleries, and restaurants with a lively but relaxed atmosphere. One of the city’s most iconic features is its network of waterways. Often called the “Venice of America,” Fort Lauderdale invites you to explore by water taxi, yacht charter, or simple stroll along the marina. Whether you’re watching million-dollar boats glide by or enjoying a sunset cocktail by the water, the city blends everyday ease with a hint of glamor. Miami: Culture, Coastline, and Nonstop Energy Miami in the winter is electric in the best way. The beaches are warm and inviting, the nights stay alive, and the city’s cultural side takes center stage. South Beach brings that quintessential mix of Art Deco architecture, white sand, and bright blue water, while Wynwood showcases Miami’s creative pulse with its massive murals, hip breweries, and ever-changing art installations. For a more elevated vibe, Brickell and Bal Harbour offer upscale dining, luxury shopping, and skyline views that make every night feel special. And if your trip falls in December, Art Basel transforms the entire city into an international arts destination where galleries, pop-ups, parties, and installations take over. Why South Florida is the Ideal Winter Destination There’s something refreshing about stepping into warmth while everyone else steps deeper into winter. South Florida offers the perfect balance: warm but not sweltering weather, vibrant cities that stay active year-round, and beaches that look straight out of a postcard even in January. If you’re ready to trade gray skies for sunlit mornings, cold winds for ocean breezes, and winter fatigue for fresh energy, Hollywood, Fort Lauderdale, and Miami are ready to deliver your best winter escape yet. This is where the season feels lighter, brighter, and a lot more fun. Plan Your Stay with SkyRun South Florida If you’re ready to turn your winter escape into something truly unforgettable, SkyRun South Florida offers the perfect home base. From stylish beachfront condos to family-friendly retreats and luxury high-rise rentals, SkyRun properties give you the comfort of home with the convenience of being close to everything. Explore available stays at skyrun.com/south-florida and elevate your winter vacation with a space that matches the beauty and energy of the destination. Sign up for emails Trip inspiration, special offers, and vacation planning tips. Name(Required) First Last Email By submitting this form, I agree to SkyRun’s Privacy Policy Δ