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With divine pasta and funny putti, the handsome Duomo and the dreamy young Lotharios leaning on Vespas, with leather workshops and nonnas doing the weekly shopping, Florence offers visitors an urban experience that is equally rich in historic romance and everyday modern life. Join the parade of visitors to worship in the galleries of the Uffizi or watch the parade from a café table beside a busy piazza, but head to this Renaissance stronghold and make your own history.

Sugar sands, shallow waters, and consistently smooth seas are just a few factors that make Captiva Beach a Southwest Florida favorite. The shelling is great here, especially after storms, but it’s the sunsets that make it famous—and why Captiva is considered one of the most romantic beaches in the state. For a swim, stroll, or sunset viewing party, it can’t be beat. Be sure to keep your eyes peeled for the dolphins that are regularly spotted offshore.

This hotel is on our list of The 10 Best Hotels in Canada.

Fogo Island Inn sits at the very edge of the north Atlantic on isolated Fogo Island in Newfoundland. Designed by internationally renowned architect Todd Saunders, the inn’s arresting modern appearance is suggests an iceberg from a distance, with its raised section representing the island’s traditional stilted fishing platforms. But when visitors get close, they see the wooden boards layered together, and it’s clear that everything is handmade. The by-hand ethos covers all the furniture and furnishings, created by local artisans who’ve worked with artists in residence to create contemporary versions of traditional objects.

Staying at the inn is admittedly expensive, but this is essentially a living art piece that supports the local community and aims to honor the island’s past while carrying it to the future. It feels like a grand home with attentive staff. A private 42-seat cinema, partnered with the National Film Board, carries a movie library for guests to enjoy at any time; there’s also an art gallery, a well-stocked library, and a supply of Gore-Tex hiking boots and other outdoor equipment to borrow. The inn shows off the dazzling landscape, and it’s easy to spend all day at the windows watching the sea while whales breech, icebergs float past, or storms dash on the rocks.

The Mafia Archipelago (its name is said to come from the Arabic word morfiyeh, which means “archipelago”) consists of several islands and atolls, the largest of which is Mafia Island itself. Mafia Island is a nearly undiscovered alternative to Zanzibar, with similar picture-perfect beaches and diverse marine life, but without the crowds of tourists. Its history can be traced back to the 8th century, when boats would stop to refuel and repair along the lucrative coastal trade route. This legacy is evident in the crumbling ruins of a former town called Kua, which include a mosque and unexcavated Chinese and Persian pottery. South of the island is the submerged town of Kisimani Mafia, which was destroyed and submerged by an 1872 cyclone and has yet to be fully excavated. A protected marine preserve encompasses the islands and reefs, making this region is a diver’s paradise. Mafia Island Lodge offers makuti (similar to thatch-roofed) rooms with sea views, plus fishing, biking, walking, diving, and snorkeling, as well as historical and cultural tours.

Featured in countless films, novels, and TV shows, Venice can evoke a sense of deja vu in travelers who have never previously experienced the Grand Canal, Bridge of Sighs, and gondola rides. Those are worthy experiences, yet Venice also rewards those who seek out its small islands and give in to getting lost down quaint neighborhood side streets. Museums and a local’s cooking class round out the mix of must-do activities.

Even though it’s just 200 yards off the coast of St. Vincent and accessible via a two-minute ferry ride, Young Island feels worlds away from the cares of mainland life. The resort’s 29 guest cottages, which are outfitted with tropical-chic wicker furnishings, stone walls, and louvered windows, provide a plush landing spot after days spent diving among sea turtles and sea horses, hiking neighboring trails to spot the ruins of Fort Duvernette, and swimming up to the Coconut Bar, located on a floating platform 30 feet offshore. Each week, the on-site restaurant serves up Caribbean barbecue favorites like pigeon-pea-and-pumpkin stew, corn fritters, and molasses-glazed wings, making for a delicious stay.

In the winter months Waimea Bay is a favorite surf destination and home to the Eddie Aikau Big Wave Invitational competition. Eddie is a legendary Hawaiian surfer and the first lifeguard of the North Shore of Oahu. Eddie Would Go, T-shirts and bumper stickers abound, immortalizing the courage of this lifeguard that would swim out to rescue surfers when no one else would. The Eddie Aikau surfing tournament started in 1984, but in the 25 years running has only been held eight times due to the condition that waves been at least 20 feet high. We just happened to be there for lucky number eight as Waimea delivered an event of legendary proportions as waves of up to 50 feet rolled in for the 25th Anniversary. If you are in Hawaii...GO TO WAIMEA BAY! It is gorgeous, whether you’re hanging out on the beach or hitting the waves. We hiked to a sacred burial site located just up the cliffs from Waimea while we were there.

The laid-back restaurant Carbon Caribbean Cuisine takes you on a culinary journey around the Caribbean. You can order typical dishes from Cuba, Jamaica, Puerto Rico, and, of course, the Dominican Republic. Popular with locals, Carbon offers a glimpse of island life beyond the beaches and resorts.

I bet that you only think of Florida as the ideal place to escape the winter cold? And even with only a three hour direct flight from cities in the Northeast, Miami isn’t top of mind to visit in the humid, hot summer. But Amelia Island’s cooler micro-climate, most definitely should be as destinations in Northern Florida have the opposite season as their counterparts in South Florida. I love The Ritz-Carlton brand, so where else to recommend but The Ritz-Carlton, Amelia Island? If you need a few more reasons to make reservations, I have them. The Spa: The Ritz-Carlton, Amelia Island offers a “sunrise seaside cabana experience.” Relax during the organic massage while listening to the sounds of the ocean (oh my!). Refresh with a glass of champagne to greet the sun. The Food: Their restaurant, Salt, is known for the forty salts used tableside to enhance the flavor of the Chef’s contemporary cuisine. Learn about the specialty salts in the hotel’s “Salt Immersion” class. The Cooking School: Salt chef de Cuisine, Rick Laughlin hosts a highly interactive cooking school with a small group of guests who rotate in stations while cooking their multi-course lunch. The Adopt a Dune Program: This " feel good factor” lets families donate to nurture the beautiful dune-lined, barrier island beaches of Amelia via Community Footprints Dune Restoration Fund. The BMW Test Drives: Vroom-vroom. Hotel guests have the rare opportunity to take a test drive in the sleek, new BMW models.

Some 35 minutes by boat from Providenciales, sitting all alone on a 1,000-acre island with three miles of white-sand beach, Parrot Cay attracts a seriously moneyed clientele who care, more than anything, about its exclusivity and its spa. Parrot Cay is not exactly monastic: the long list of celebrity visitors has included Jennifer Garner and Ben Affleck (they got married here), as well as Paul McCartney, Julia Roberts, Jerry Seinfeld, and Liam Neeson. But the spa, COMO Shambhala Retreat, is so successful at projecting a holistic way of life that a sense of peace and harmony embraces the entire resort. The central garden-view and ocean-view rooms, three minutes’ walk from the beach, are acceptably chic, but the beachfront suites and villas are knockouts, and the handful of private homes for rent, some owned by celebrities (Christie Brinkley, Donna Karan), are in the fantasy category. The food, by a chef whose résumé includes a Michelin star, and the service, performed by private butlers for some room categories, are of commensurately high standards.

While there are plenty of in-water activities around St. Thomas, one of the best is at the Coral World Underwater Observatory. At this interactive park, which is great for families, visitors can see marine life rescue efforts, play with crustaceans or hang out by the beach. They can also swim with the star residents of the observatory, the sea lions. Rescued several years ago from certain death, today the sea lions are crowd favorites. In a special interactive session you can learn more about the ongoing research and interact with them in a special pool. This activity is safe for the sea lions and the mental stimulation is an important part of their daily schedule.

Founder’s Note: Uncommon Travels

French Polynesia has so much to experience, it is hard to decide what is a must-do. You can swim, snorkel, and watch expert surfers in the azure waters; doze on a white-sand beach and wake for fresh-caught tuna and a Tahitian sunset; or sleep in blissful French Polynesian bungalows overlooking blue lagoons. These jaw dropping beautiful islands in the South Pacific offer endless possibilities—why not try them all?

It’s becoming harder and harder to leave our work and gadgets behind, even on vacation. But at the following properties, all set in spectacular natural settings, you are practically forced to get away from it all. Designed to blend in with their surroundings—Himalayan valleys, desert craters, private islands—they offer seclusion, quiet, and a chance to detach from your devices, engage with the local culture, and reconnect with yourself.

For many travelers to Greece, there’s a conundrum: Do you concentrate on the mainland—Athens, Delphi—or do you spend your time cruising the islands—from fashionable Mykonos to holy Patmos? With Grand Circle Cruise Line, you don’t have to make that decision. The first week of the 15-day Treasures of the Aegean: Greek Island Cruise, Athens & Istanbul itinerary includes the monasteries of Meteora, perched atop rock formations; the town of Kalambaka, Thessaly, where you’ll discover a Byzantine tradition when you stop at an icon-painting workshop and meet one of the artisans; and the majestic ancient sanctuary of Delphi. Then you depart on a cruise to the Aegean’s most beautiful islands aboard a 50-passenger small ship. You’ll call at ports including Amorgos, Delos, and Naxos, where you’ll sit down for an island dinner with some of its residents. While you’ll be following the routes of ancient heroes, Grand Circle assures that travelers also experience modern-day life in the country from those who live, work, and play here. Exclusive Discovery Series events take you deeper, show you more, and give you an unfiltered look into daily life whether you’re dining with a Greek family during a Home-Hosted Dinner, or participating in a cooking class in the mountain village of Arachova.