Ryan Ali

Spain is a feast for the senses, where art, history, and culinary delights converge in every city. From the whimsical architecture of Gaudí in Barcelona to the sun-soaked beaches of Formentera and the refined elegance of Marbella, this itinerary is designed for travelers who savor authentic experiences without compromising on luxury. Each day blends iconic sights with hidden gems, ensuring you taste, feel, and see the very best of Spain—and beyond, with an optional glimpse of Tangier’s vibrant markets.

St. Lucia is the honeymoon that goes beyond the typical beach escape (not that there is anything wrong with an all-inclusive in Cancun or pasta tasting in Rome). Imagine starting the day hand-in-hand exploring lush rainforest trails, discovering waterfalls, and sampling fresh cacao, then watching the sunset together from your private plunge pool at a cliffside resort. With breathtaking views of the Pitons, luxurious villas at Viceroy Sugar Beach, Cap Maison, and Hotel Rabot, and experiences designed for both adventure and relaxation, St. Lucia offers couples a perfect blend of shared adventure and romantic indulgence. For those who want a honeymoon full of memories—not just lounged afternoons—this island delivers a uniquely unforgettable escape.

If there’s one place on earth that truly captures the meaning of “luxury meets nature,” it’s the Jean-Michel Cousteau Resort in Fiji. It’s a destination that somehow blends five-star comfort, deep ocean discovery, rainforest adventure, and the warm, loving spirit of Fijian culture in a way that feels almost otherworldly. Getting there is part of the fun. It’s just a 10-hour nonstop flight from LA—and yes, you technically land in the future thanks to the International Date Line. But once you arrive, the transition is seamless. Time slows down, the air gets softer, and suddenly you’re surrounded by turquoise water and people greeting you with a genuine “Bula!” that feels like a hug.

Amsterdam is a city where history, culture, and modern luxury come together effortlessly. Having explored it extensively—I’m always inspired by its art, boutique experiences, and hidden gems. Visiting in the off-season, especially during the Christmas markets, adds a cozy, magical charm that makes every moment feel personal and unforgettable.

Nestled in the serene Berkshire Mountains, Prospect is a rare blend of simplistic luxury, design, and nature that feels both timeless and alive. From its Scandinavian-style cabins perched along a glistening lake to immersive experiences like paddleboarding, guided walks, and creative workshops, every detail invites presence and discovery. What makes Prospect truly special is its ability to feel like a hidden retreat while still offering thoughtful design, world-class dining, and a deep connection to the surrounding landscape. It’s a place where simple pleasures—sunlight on the water, a quiet forest path, or a handcrafted meal—become extraordinary memories.

Art Basel Miami Beach is one of the most exciting cultural events in the world—a place where fine art, fashion, and design collide with sun, sand, and nightlife. I love arriving just before the week kicks off to take full advantage of the VIP previews, museum-quality installations, and curated dinners across town. This isn’t just about the art on the walls—it’s about the conversations, the energy, and the creative electricity you feel in every corner of Miami. From the Design District to the Faena’s annual installation, it’s a cultural deep-dive I look forward to every year.

I’ve always believed the South isn’t just a place—it’s a feeling. There’s something about the wraparound porches, the soft drawl of a stranger saying “y’all,” and the smell of biscuits baking that just slows time. I created this itinerary for clients who wanted charm, culture, and connection—without long drives or constant packing. From sipping champagne under chandeliers in Charleston to ending the night with s’mores by the sea on Amelia Island, this route is about savoring the South the way it’s meant to be done: slow, sweet, and with a little bit of soul.

I’ve done Europe the “hard way”—dragging luggage over cobblestones, sprinting for trains, checking in and out of hotels every few nights. It’s exciting, sure, but exhausting. This time, I wanted ease without compromise. Enter: an 11-day Mediterranean cruise aboard the Norwegian Epic. I unpacked once, settled into my balcony stateroom, and let the ship do the navigating. Each morning brought a new country, a new espresso view, and no stress. It was the kind of trip that makes you wonder why you ever traveled any other way.

This sailing was a much-needed solo getaway—and it completely changed how I view cruising alone. With an easy departure from Boston and a perfect mix of relaxation and adventure in Bermuda, this itinerary gave me the space to recharge and the community to connect. I met amazing people, indulged in great food and spa time, and left completely refreshed. It’s a reminder that solo travel doesn’t have to mean going it alone.