Sun, Sand, and Charm:
5 Florida Destinations You Can’t Miss
Dreaming of warm weather escapes?
When cold weather hits, there’s no better escape than a warm getaway to Florida. With its sunny weather, beautiful beaches, and endless outdoor activities, Florida is one of the best winter travel destinations in the U.S.—perfect for a winter getaway, spring break trip, or year-round vacation. In this guide we are highlighting five incredible places to explore-from the sophisticated seaside atmosphere of Palm Beach, to the wild landscapes of Everglades National Park and the famous white-sand beaches of Siesta Key, the Sunshine State offers something for every type of traveler from sunshine, relaxation, and unforgettable coastal adventures.
West Palm Beach & Palm Beach Island
Located along Florida’s beautiful Atlantic coast, West Palm Beach and Palm Beach Island offer a mix of vibrant city energy and relaxed coastal luxury. West Palm Beach is known for its lively waterfront, great restaurants, shopping, and walkable downtown, while Palm Beach Island is famous for its palm-lined streets, stunning beaches, and iconic Worth Avenue boutiques. Together, they make an ideal Florida getaway for sunshine, style, and laid-back beach days.
WHERE TO STAY:
Canopy by Hilton - Right in the heart of West Palm Beach. Colorful, contemporary, and walkable to great shops and restaurants.
The Ben - A stylish coastal-inspired getaway just steps from downtown, farmers market and offering panoramic views of Palm Beach Island and the Marina from the cool rooftop bar, Spruzzo.
The Colony Hotel - Experience Classic Palm Beach Luxury. Steps Away from Boutiques, Restaurants & the Beach. Sinatra, Lennon and Garland have stayed here.
The White Elephant - Sophisticated art collections grace the walls of this boutique Palm Beach retreat. Complimentary bicycles invite exploration of nearby Worth Avenue shops and pristine beaches.
WHERE TO EAT:
- Sour Seed Bagels - Light, fresh, healthy or indulge if it's in the cards for you. Best gluten-free bagel ever, and E3 Live juice is a necessary try.
- Johan Joes - a Swedish restaurant and bakery. An ideal brunch spot with treats you don't want to miss. Great gluten-free options too!
- Celis Juice Bar - your go-to spot for fresh-squeezed juices and grab & go breakfast.
- The Salty Donut - If you love donuts, this is your place. They have great coffee, too!
- Saint Ambroeus - A great place for lunch - Italian cuisine made better with white tablecloth options or a reserved bar area with real Italian gelato, pastries, and cakes to satisfy any sweet tooth.
- The Ben Rooftop/Spruzzo - Go here for drinks/dinner - Overlooking maritime activity and delicious bites high above the city streets.
- La Goulue - A Divine French bistro set in a bustling bistro atmosphere, an ideal dinner experience.
THINGS TO DO:
- Farmers Market on Saturday - A must-do. Enjoy locally brewed coffees, fresh pressed juices, crab cakes, smash burgers, donuts, spices, produce and much more. The sky's the limit at this market filled with many local delights.
- Shop local boutiques - Shop on Royal Poinciana Way, around the block, and pop by Poinciana Plaza for upscale shops and an always inspiring art installation, too.
- The Breakers on the Ocean - Put your toes in the sand, enjoy the spa, lunch at The Seafood Bar, or cocktails at the HMF.
Sarasota & Siesta Key
Located along Florida’s Gulf Coast, Sarasota and nearby Siesta Key are known for their laid-back coastal charm and some of the most beautiful beaches in the United States. Sarasota offers a vibrant arts scene, great restaurants, and a charming downtown, while Siesta Key is famous for its powdery white-quartz sand and crystal-clear Gulf waters. Together, they create the perfect Florida beach getaway for sunshine, relaxation, and unforgettable sunsets.
WHERE TO STAY:
Captiva Beach Resort - A mid-century modern style resort just steps from the beach in Siesta Key.
WHERE TO EAT:
- The Bean Coffeeshop - Get your morning cup of coffee here and grab a breakfast sandwich too.
- RipeFire Pizza - Fresh wood-fired pizza and salads for eat-in or grab and go.
- Cafe Gabbiano - Authentic Italian cuisine right in Siesta Key village.
THINGS TO DO:
- Head to the Beach - Go for a walk on the gorgeous white side beach, do some morning yoga, or listen to the waves.
- Watch the Sunset - The beach sunsets can't be beat here, don't miss them.
- Shopping on Main Street, Siesta Key - Enjoy the hustle and bustle of local shops, restaurants, sweet treats and more. Alvin's Island is a great store for some memorabilia.
St. Augustine
Nestled along Florida’s northeast coast, St. Augustine is known as the oldest city in the United States and is full of historic charm. With its cobblestone streets, Spanish colonial architecture, and landmarks like Castillo de San Marcos, the city feels like stepping back in time. Beyond its rich history, visitors can enjoy beautiful nearby beaches, local shops, and cozy cafés—making St. Augustine a unique Florida getaway that blends culture, history, and coastal relaxation.
WHERE TO STAY:
Augustin Inn - A bed and breakfast right in the center of the historic part of the city.
Bayfront Marin - Highly rated waterfront B&B in the historic old town.
WHERE TO EAT:
- Ralampago Coffee - A local coffee roaster in the historic old town.
- Forgotten Tonic - A modern favorite that serves creative food and craft cocktails in a lively atmosphere.
- Collage Restaurant - Fine dining restaurant with fresh local seafood and steaks.
THINGS TO DO:
- Take a walking tour of the historic district.
- Go on a boat tour for dolphin spotting or to enjoy the gorgeous sunset.
- Visit the Castillo Del San Marcos National Monument.
- Shop on St. George Street in the historic area.
- Visit the St. Augustine Lighthouse & Maritime Museum.
- Relax on the Beach.
Chokoloskee & Everglades City
Tucked along the edge of the wild and beautiful Everglades National Park, Chokoloskee and Everglades City offer a completely different side of Florida. These quiet fishing villages are the gateway to the Ten Thousand Islands, where visitors can explore mangrove waterways, spot wildlife, and experience the raw beauty of the Everglades. It’s the perfect destination for nature lovers looking to kayak, take an airboat ride, enjoy fresh seafood, and experience one of Florida’s most unique and untouched landscapes.
WHERE TO STAY:
Parkway Motel & Marina - Full kitchens, peaceful atmosphere, and delightful owners….start your Everglades adventures with them.
Everglades City Motel - Known for its comfortable, clean, and convenient rooms for exploring the Everglades.
The Historic Rod & Gun Club - A historic lodge & restaurant is a great place to stay in Everglades City and makes you feel like you've stepped back in time.
WHERE TO EAT:
- Grimm’s for takeout Stone Crabs and seafood - Family owned with daily fresh stone crab in Everglades City.
- Dulce Cafe - Breakfast or Lunch
- HaVanna Cafe - Live music and incredible shrimp & seafood on this side of Florida.
- Camilla’s Street Grill - A great dinner spot in Everglades City to enjoy.
THINGS TO DO:
- Marjory Stoneman Douglas Welcome Center is now open in Everglades City and worth a visit.
- Fishing - Hire a local guide in a shallow-bottom boat and try your luck to catch snook, redfish, or mangrove snapper.
- Boating the Mangroves at sunset is a must.
- Smallwoods Store & Museum - Established in 1906, now a museum. Learn about the pioneers who tamed this vast wilderness and take home a little trinket for memory's sake.
- Nature - Relax and enjoy the sounds and sights of nature and wildlife. This area is home to over 70 species of birds and reptiles, mammals, and lots of pelicans, too.
Jupiter
Located along Florida’s scenic Atlantic coast, Jupiter is known for its beautiful beaches, laid-back coastal vibe, and iconic landmarks like the historic Jupiter Inlet Lighthouse. With its turquoise waters, outdoor adventures, and charming waterfront restaurants, Jupiter offers a lovely mix of relaxation and exploration. It’s an ideal stop for travelers looking to experience Florida’s natural beauty while enjoying a slower, sunshine-filled pace.
WHERE TO STAY:
Jupiter Beach Resort & Spa - A coastal gem located right on the beach with a pool, oceanfront balconies, and a great restaurant on the property.
WHERE TO EAT:
- Tulipan Bakery - Go here for the best Cuban coffee and pastries. It's worth the drive.
- Nature's Way Cafe - This cafe is just as it sounds, serving organic, vegan, gluten-free & homemade breakfast and lunch options.
- Square Grouper Tiki Bar - Head here for Lunch. It's on LOVE Street, so it's a must, naturally. And, it is located right on the water. Sit amongst the tall palms and enjoy the fresh catch of the day.
- Guanabanas - Another great lunch spot. They have fresh salads, local seafood, and good tropical cuisine.
- U-Tiki - Get fresh seafood, salads, and sushi for dinner.
- 1000 North - An upscale seafood restaurant co-owned by Michael Jordan. Views overlooking the Jupiter Inlet & Lighthouse and on the water.
THINGS TO DO:
- Loggerhead Marine Life Center - Learn about S. Florida’s turtle population, mating seasons, and say “Hi Love” to all the rescued turtles that are nursed back to health. An adult group of women loved every minute of this. Now we follow them on Instagram and enjoy watching the turtles be released back into the ocean.
- Visit Sailfish Marina to feed the giant “Jack” fish…even adults are entertained. Grab a light bite while you are here.
- Explore the Jupiter Inlet Lighthouse and Museum to learn and have an invigorating 108 ft. climb to the top of the lighthouse to enjoy beautiful views of the Loxahatchee River/Inlet.
Travel Essentials for a Florida Coastal Getaway
- A roomy tote for beach days and sightseeing.
- A lightweight pouch for sunscreen and small items.
- Sunglasses and a sun hat.
- Lightweight clothing, including a shawl for cooler coastal nights.
- Comfortable sandals.
- A versatile day-to-night handbag.
Whether you’re strolling the elegant streets of Palm Beach, enjoying the quiet charm of Chokoloskee, or watching the sunset along the white sands of Siesta Key, Florida offers endless opportunities for a memorable escape. All it takes is a well-planned itinerary, a few travel essentials, and the perfect bag to carry you from one adventure to the next.
