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With luxury resorts, quaint motels, condo rentals, and campgrounds, the Big Island offers a wide variety of accommodations. If you’re looking for high-end resorts, the Kona area on the west side of the island is your best bet, while travelers who prefer a low-key condo or B&B will be better off on the eastern Hilo side. Be sure to book in advance, especially during events such as the Ironman Race in September and the Merrie Monarch Festival in April.

Henry VIII has been an island favorite for 40 years. Not surprisingly, given its namesake, the restaurant serves some typical English dishes — bangers and mash, fish and chips — but the menu also includes some of the island’s best sushi. The food comes with ocean views that are especially spectacular at sunset. “This is my local place,” Mike says. “It’s just a two-minute drive from my house. They take good care of their guests. On Saturday nights, a DJ plays old-school music and every day there’s an awesome cross section of people here: locals, visitors, and expats. It’s a good place to dance the night away, and the sushi is off the hook.”

The W Taipei is located in Taiwan’s modern Xinyi District. Just south of the W Hotel are the World Trade Center, a massive shopping district, and the iconic Taipei 101. The booming economy has spawned a trend of unique boutique restaurants and lounges, and the alleys in this part of Taipei are populated with inspired designs and creative concepts like smith&hsu, where blends of juices and traditional Chinese teas are served alongside British tea snacks in a warehouse-style setting.

One month in Jamaica could mean four weeks of endless adventures, from beaches to museums and parties to festivals. Travel from lively Negril to lush Portland via Jamaica’s scenic north coast and fishing villages, before kicking back on the calm black sands of the south. The great thing about spending a whole month in Jamaica is that you have plenty of time to lounge on the beaches and to explore inland, so you get the best of all worlds.

Historians place the arrival of the first humans in the Hawaiian Islands on the southern side of the Big Island of Hawaii. From the Island’s South Point mooring places and petroglyphs on the volcanic lava fields, to churches and gathering places dotted throughout the historical ahupuaa (a region of land from the uplands to the sea), the Big Island is a showcase for the history of humankind in the Hawaiian islands.

If Rome is the eternal city, Athens may be immortal, with its impossibly ancient monuments and vibrant cultural scene. Visitors can choose to stay at one of the world’s most historic and luxurious hotels, fit for gods and goddesses. Neoclassical mansions have been restored with sophisticated modern decor and contemporary Greek cuisine. Choose from a hotel location on Syntagma Square or in the lanes of Plaka for maximum convenience, or venture a bit further west to enjoy bohemian nightlife in Psiri. Acropolis views are always worth the upgrade, especially from a rooftop pool on a balmy Athens summer day.

Okay, some of these restaurants are technically still in Charleston, but what they have in common is food that merits a trip outside the well-trodden tourist area. Get there however you can, but don’t miss the extraordinary things—soul food, Chinese food, barbecue, French-accented local, whatever!—being cooked up in these remarkable South Carolina kitchens.

Toast your vacation at one of Maui’s many bars, which range from dives to rooftop lounges to thatched huts serving Champagne. Soak up the sun at Hula Grill or Leilani’s on Kāʻanapali Beach, then retire to spots like the island’s oldest bar, the Pioneer Inn, or Monkeypod Kitchen, which serves cocktails by the legendary Peter Merriman, a leader of Hawaii Regional Cuisine. End the night with dancing into the wee hours at local favorite South Shore Tiki Lounge.

Given its long history—including time before records or even writing—Scotland has a wealth of fascinating sites to visit. Spread across the country, from the Borders in the south to the Shetland Islands (which are closer to Norway than to most of Britain), these must-see attractions range from standing stones and prehistoric settlements to ancient abbeys, medieval battlegrounds, and Jacobite monuments.

Even with the summer crush on the French Riviera in full swing, there are quiet escapes to be found. In particular, I like to take walks along the Sentier du Littoral, the coastal footpath that stretches the length of the French Mediterranean coast. My favorite segment is in St. Tropez, where I head by boat from Ste. Maxime (the Bateaux Verts leave every 10 minutes). From the ferry landing, I start walking—through the narrow streets and old port, under the imposing citadel that has guarded residents since around 1600, past the cemetery, and onto a narrow path that ribbons around the St. Tropez Peninsula. The 7-mile route takes me by inlets of crystalline water, hidden villas whose residents I always wonder about, and past dozens of little beaches that are significantly more serene and less crowded than the frenzy of those found along Pampelonne Bay, where this piece of the trail ends. You can hoof the two miles back to the village, or take the bus.

Palermo, Sicily’s capital, is a marvelously jumbled, crumbling blend of old and new—a canvas upon which the region’s complex and ever-shifting history has been painted. Over the centuries, the port of Palermo was controlled by forces from the far corners—from Phoenicians, Greeks and Romans, to Arabs from North Africa, and then Normans from France, who oversaw a renaissance during which many of Palermo’s iconic landmarks and modern tourist attractions were built.

To see some of the vestiges of ancient empires, take a day trip from Palermo to the Valley of the Temples at Agrigento, a UNESCO World Heritage Site. Its Greek and Roman ruins, including the Temple of Concordia, remain wonderfully intact. Within the city itself, explore the attractions in historic neighborhoods such as the Arab district of La Kalsa, home to the finery-filled Palazzo Mirto. The Quattro Canti (Four Corners) lies in the heart of the old city, with Piazza Pretoria on the corner. From there it’s only a short distance to Palermo’s Norman Palace, another UNESCO World Heritage Site and one of Palermo’s star attractions, which houses the Palatine Chapel, famous for its intricate mosaics.

Palermo is also a perfect jumping-off point for sightseeing excursions to the idyllic beaches of Mondello, the medieval coastal town of Cefalù and the mountain village of Monreale, which is known for its exceptional Norman cathedral.

It is so easy to stroll into France, many visitor cross the border without ever realizing they’ve been abroad. Instead of a coastal hike, the French Riviera offers a paved path that takes travelers from the Principality to Mala Beach on the Cap d’Ail. Catch the Sentier Littoral (coastal trail) at Marquet Beach and head west through a landscaped paradise dotted with mysterious mansions and eccentric estates. It is an easy walk for young children, with plenty of picnic stops and, during the summer, even restaurants on the beach. Hike, or catch the bus back from the downtown of lilliputian Cap d’Ail. Photo : Sylvia Sabes

Bringing riders on a journey through the heart of the Grand Canyon since 1901, Grand Canyon Railway takes you from a starting point in Williams, Arizona, to the South Rim and back for a full-day excursion, complete with on-train entertainment from strolling musicians. Multiday packages include a Wild West kickoff show, narrated motor coach tours along the South Rim, and free time to explore the canyon on your own. Overnights take place at the Maswik Lodge North and the Grand Canyon Railway Hotel, along historic Route 66.

For a different stay in Cape Town, seek out boutique hotels and bed and breakfasts with exceptional hospitality. Along the coastline, you’ll find boutique lodges that feature uninterrupted views of the Atlantic Ocean. You can be sure that by the end of your stay at these hotels, the staff will know you on a first name basis.

Swim the Caribbean Sea. Hike through Tayrona National Park. Trek to Ciudad Perdida, the Lost City. Take in Colombian coffee culture in the Coffee Triangle. Or just wander the streets of one of Colombia’s cities to take in enough art and culture to keep you talking about this stellar South American country for the rest of your life.