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Over the years, we’ve explored the length and breadth of Florida, seeking out spots that make this sun-soaked state trip-of-a-lifetime territory. We love Miami, a shimmering city and riot of color, from the sorbet-colored Art Deco buildings and lifeguard huts of South Beach, to the murals of Wynwood and the abstract art in boutique galleries. It contrasts perfectly with the tranquil ecosystem of the Everglades, where enormous alligators bask in the sunshine and portly manatees glide through the water. Meanwhile, Key West, adored by writer Ernest Hemingway, is perfect road trip territory, with short driving distances and pretty stretches of sand. Those are the big hitters – but as always we have the inside track on the smaller stops offs. Your bespoke luxury Florida vacations can be anything you want them to be.
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More than just a neighborhood, Miami’s Wynwood district is an open-air art gallery, where flouro-murals coat virtually every piece of bare brick. Once an industrial zone, it has blossomed into a world-famous street art hub, spurred by creatives (including world-famous artist Shepard Fairey) drawn to the once grey and gloomy space. You’ll pace through the district with a local artist, hearing the stories and inspiration behind the murals and learning how Wynwood has helped shape Miami’s new ‘more than just a beach town’ identity. Thirsty? Handily, there are some excellent independent breweries en route.
Even those with the most passing interest in space travel will wander around the home of real-life rocket launches in starry-eyed awe. The Kennedy Space Center is crammed with immersive experiences, topping the list for our Florida family vacations ideas. Younger kids can take the chance to pilot a shuttle and play astronaut in a training stimulator, while the Space Launch Experience is a thrilling and realistic rendition of an ascent into orbit for older kids and grown ups.
American alligators. West Indian manatees. Roseate spoonbill. These are just a small handful of the wildlife you can expect to see in the vast ancient ecosystem of the Everglades, also known as the “River of Grass”. On this private tour, you’ll navigate the sawgrass marshes and mangrove swamps of America’s largest subtropical wilderness, playing witness to the delicate balance of this watery realm and learning about the conservation efforts working to preserve the Everglades for future generations – a key element on all of our Florida luxury vacations.
Stretch out on the deck of your own private schooner. Dive into vodka-clear. Snorkel in a vibrant aquatic wonderland teeming with tiny fish. The islands of Key West are a postcard-perfect playground of white sand flats, coral-lined channels, and mangrove islands, and our private sailing excursion is the best way to explore its natural beauty. As with all our Florida luxury vacations, this is your day done your way – a chance to explore as you wish and drop anchor where you want.
This vibrant corner of Miami gives you an authentic insight into Cuban culture. Come hungry: you’ll be roaming the streets of the Calle Ocho Heritage District with your expert guide, seeing flat-capped gents sip coffee, puffing on cigars, and playing chess, while Latin music drifts out of bars and cafes. Pop inside, slide into a booth, and soak in the retro decor, before your homemade pastries, fruit smoothies, and iconic Cuban sandwich arrives. If you’re keen to linger longer, the Ball & Chain is a live music bar with a rich history dating back to 1935.
Miami
Dazzling beaches. Personality-packed hotels. Raucous restaurants and vibey arts districts. Miami is a magnetic mix of the above – a pleasingly addictive city-on-sea that thrums with energy in some places, yet feels laid-back and leisurely in others. Some people think Miami isn’t for them. But with its world-class museums, culture-rich neighbourhoods, and sleepier stretches of sand (head north for those), we say that there’s a version of Miami for everyone – and we’ll find a luxury Miami vacation that’s right for you.
Florida Keys and Key West
“It’s the best place I’ve ever been, anytime, anywhere. Flowers, tamarind trees, guava trees, coconut palms…” said Ernest Hemingway when he arrived here in his twenties. The Nobel-winning author – who produced some of his finest works on this string of islands – was onto something. A trip here is about long, lazy days on sun-dappled beaches, snoozing on the sand or swimming in clear water. It’s about lobster rolls, sublime sunsets, boisterous saloons and of course, the Ernest Hemingway Home Museum.
The Everglades
The Everglades transport you to a different version of Florida: the sun setting across endless cypress swamp and sawgrass prairies isn’t a moment you’ll forget in a hurry. Some visit for the wildlife – with alligators, manatees, and rare birds calling this UNESCO World Heritage Site Home – others simply for the peacefulness. We consider it a “must do” on all luxury Miami vacations.
The Setai, Miami Beach
Mondrian South Beach Hotel
Sunset Key Cottages, Florida
Florida’s year-round warmth means there is rarely a bad time to visit, but the best window for most travelers is November through April. Temperatures are comfortable — typically 70 to 80 degrees — humidity is low, and South Florida’s peak tourist season makes Miami at its most vibrant. The Everglades is best explored in the dry season, November through April, when wildlife concentrates around water sources and trails are more accessible. Summer (June through September) brings heat, humidity, and the possibility of afternoon thunderstorms — though it also brings lower hotel rates and far fewer crowds. Hurricane season runs June through November, with peak risk in August and September. We factor all of this into every itinerary.
Luxury Florida vacations typically start from around $4,000 per person for a five-night itinerary focused on Miami, rising with additional destinations, private island stays, or road trip routes combining Miami, the Everglades, and the Keys. A ten-night trip that takes in Miami, the Florida Keys, and Key West will usually fall between $7,000 and $12,000 per person depending on accommodation choices and experiences included. We price every vacation individually based on your dates, group size, and what you want to do — and there are no planning fees.
The experiences that define luxury Florida vacations at their best are a private airboat tour through the Everglades with a naturalist guide, a walking tour of Wynwood’s street art scene with a local artist, a private sailing excursion through the shallow flats and mangrove islands of the Florida Keys, a sunset food tour of Little Havana, and a visit to the Kennedy Space Center’s behind-the-scenes areas. For families, the combination of the Kennedy Space Center and an Everglades wildlife tour makes for one of the strongest single-day pairings in Florida. We build every itinerary around which of these suit your group.
Florida is one of the strongest family destinations in the United States. Children are captivated by the Everglades — alligators, manatees, and roseate spoonbills in their natural habitat are hard to top — while the Kennedy Space Center delivers a level of immersion and wonder that stays with kids long after the trip ends. Miami rewards families with teenagers: South Beach, Wynwood’s street art, and the food scene in Little Havana are all genuinely engaging. The Keys offer easy, low-intensity island days that give every member of a family permission to decompress at their own pace. We design every Florida family vacation around age-appropriate pacing with private guides and flexible scheduling.
Yes, and Florida pairs naturally with several other US destinations. The Bahamas and Turks and Caicos are a short direct flight from Miami for those who want to extend a trip into the Caribbean. A Florida and New York combination works well for those wanting to contrast the laid-back warmth of the South with East Coast energy. Florida and California occasionally appear together on longer itineraries covering both coasts. Your travel expert will design the routing so the journey feels intentional and the transitions are handled.