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In the Caribbean’s Windward Islands, a string of some 600 islands and islets dot the sea between St. Lucia and Grenada. It’s a paradise for yachters, where you can drop anchor off an uninhabited island and live out your Robinson Crusoe fantasies. A handful of these islands are home to resorts, including the private Palm Island, first leased to an American couple in 1966 for $1 per year. They established the ten-room Palm Island Beach Club, which over the years has grown—though there are still only a total of 43 guest rooms on this single-resort island.

Located along the eastern border of the four-million-acre Tasmanian Wilderness World Heritage Area, the island’s first national park mixes swamp gums, stringybarks, and massive tree ferns with snow gums and deciduous beech trees at higher elevations. Depending on the season, you might walk the suspension bridge to the three-tier stunner Russell Falls or take the Pandani Grove walk around Lake Dobson—keep your eyes peeled for platypus. In winter, skiers, snowboarders, and backcountry trekkers can explore the lakes and glacial terrain of the Tarn Shelf. In autumn, the same area blazes red and orange on hikes to the Twilight Tarn Hut, an unofficial ski museum. Five other huts offer basic accommodation year-round at 3,280 feet.

Tucked away in a quiet area outside of town, Flora Farms is an excellent place for lunch, dinner, or — better yet — a cooking class. While there, we learned how to make vegetarian tacos (tortillas and all) after going through a tour of the gardens. I’d highly recommend.

They also have a lovely garden in the front of the restaurant with an ice cream stand, perfect for nice days.

Expect no less than over-the-top extravagance at Laucala, a resort island in Fiji with its own rental submarine. Bring friends: The island has 25 villas spread out over 4.6 square miles, with a rain forest, beaches, cliffs, a lagoon, and one of the island’s highest hilltops literally in their backyards.

Serenity is easy to come by on the private-island resort of Petit St. Vincent, a 115-acre property from the 1960s. It recently underwent a multimillion-dollar renovation but retains its original charms—there are no cars or in-room televisions (and don’t even think about WiFi) in the 22 cottages and suites, and anything you might need arrives at your doorstep with the simple raise of a yellow flag. A Balinese-inspired spa soothes the body, while two open-air yoga pavilions quiet the mind. If you’re looking for more action, you can explore the island’s pristine reef formations with expert divers through Jean-Michel Cousteau’s only Caribbean scuba center, or rent one of four yachts to catch local mahi mahi—then have the chefs prepare it for you beachside back at the resort.

I rarely get fooled when I follow the local lead and the Koloa Fish Market has my attention. It’s easy to start talking about this little fish palace across the street from the post office. Nondescript is telling it like it is. Observing the stream of locals flowing thru the doors on any given day pegs this place as perfect. This is a fresh fish paradise. Poke prepared in the traditional and innovative styles is the big draw for me. Their wasabi dipping sauce is a great complement to the delightful seasonings. If you need to avoid the raw bar options, you can always hook something to take home to cook. In one of the thousands of hotel rooms without cooking facility? Try the seared ahi with the special teriyaki sauce for a tender treat that easily fulfills lunch or dinner. For those who crave things that walk, they have wonderful treatments on their chicken and pork. Kim chee influences spice things up. The Koloa Fish Market is easy to find and hard to forget. It’s cash only so put your plastic away. No seating onsite, but no shortage of picnic spots on Kauai. It’s just another reminder of a simpler, sustainable Kauai existence. Great testament to the Aloha spirit of the islands.

Why I was so surprised to find a food truck in the village of Volcano outside of Volcano National Park, I’m not sure. All I know is that it was one of the many culinary surprises on the Big Island. This truck was packed with all kinds of wonderful things, and almost all of it was healthy too. If you can find it, and I have no way of telling you where they will be parked, ask for the special drink they mix up daily, I think it has ginger it in, but they’ll know what you mean. The company is called Higher Taste Vegetarian Cafe, and this truck was parked outside of the Rainforest Gallery at Niaulani near Volcano Village. That’s the best I can do, but then again, finding the truck is half the fun!

Located in the middle of New York harbor, less than half a mile from Manhattan (and even closer to Brooklyn), 172-acre Governors Island feels like a world unto itself, far from the bustling city. It has played a key role in the defense of New York at various points and two fortifications here, Fort Jay and Castle Williams, reflect that history. From 1966 to 1996, the island was a Coast Guard station; since it closed, the city, state, and federal governments have discussed various plans for the island’s development. In the meantime, it is open to the public for six months each year, from May 1 to October 31, when it is possible to wander among the Coast Guard barracks, visit the commander’s house, and bike around the mostly car-free island. Ferries depart from both Manhattan and Brooklyn starting at 10 a.m. and running until 6:15 p.m. on weekdays and 7 p.m. on Saturday and Sunday. During many weekends in the summer, art fairs, food festivals, and other events help draw visitors to the island, but even if you go on a day without anything special scheduled, a journey here provides a refreshingly different perspective on New York.

This property is currently closed for hurricane-related repairs.

Peter Island is “an oasis of tranquility,” known as much for its five flawless beaches as its word-class spas and luxurious ocean view villas. The island is the largest of the private islands and the fifth largest of the 60 islands in the BVI. Visitors can hop a ferry to reach the island from Tortola or opt for booking a helicopter, water taxi, or private yacht.

Off the coast of Port Antonio is a small, uninhabited plot called “Pellew Island,” otherwise known as “Monkey Island"--there used to be a colony of imported monkeys here. To get here, you could first head to San San Beach, a beautiful and private stretch open daily (10 a.m.4 p.m daily, US$5). Rent a kayak and snorkel gear and make your way over to the small plot, within clear view ahead. The island is completely covered in vegetation, there’s a small white sand beach, and the waters are shallow. Rest your kayak on shore and snorkel around the island for as long as you please. Visibility is incredible and this is one of the best snorkeling spots in the area. Just watch your step if you’re barefoot, as there can be sea urchins on the seabed.

An hour’s drive from Tórshavn, in one of the Faroe’s northernmost settlements, sits the family-run Gjáargardur Guesthouse of Gjógv, bordered by steep slopes and a natural harbor. With its wooden exterior and traditional, turf-topped roof, it practically blends into the surrounding nature, putting the focus on its sweeping ocean views. Rooms here are modern and spacious, with large windows that look out across the valley, and service is friendly and accommodating. An on-site restaurant serves breakfast, lunch, and dinner during high season, while a gift shop stocks postcards, ice cream, and Faroese woolen jumpers that make for perfect souvenirs. There’s even a small playroom in the basement for children, though most guests are here to hike Slaettaratindur—the highest mountain in the Faroe Islands, which looms over the guesthouse and its namesake village.

Once summer has arrived in all her glory, city folk yearn to escape the concrete jungle. The cheap and chic solution for locals is to pack a picnic and head for a beach day on the Toronto Islands, just a short ferry ride away. Of the three primary islands, all of which are connected by paths and bridges, Centre Island boasts the highest number of visitors; people head straight to its main strip to get to the beach and the amusement park. Ward’s Island offers more charm: In addition to the sandy shore, there are small summer cottages and gardens. Those intent on exercise can rent bicycles or paddleboats.

Among the 20 percent of Aruba that’s protected land, Arikok National Park boasts lava fields, limestone terrain, and a small beach, all crisscrossed with picturesque hiking trails. Paths lead to gold mine ruins, former plantations, and paintings by the island’s native Arawak people, making for an exciting place to visit. Explore the park by mountain bike, horseback, or car, or take a free walking tour with a park ranger (reservations must be made at least 24 hours in advance). You’re likely to see snakes, owls, bats, lizards, and myriad birds, as well as goats and the local donkeys.

Opened in 1962, Curtain Bluff is Antigua’s oldest luxury resort, and one of the island’s finest. It is the kind of place guests return to through the generations, with the same expectation of timelessness they’ve experienced for as long as they can remember. Located at the southern end of the island on a promontory that divides an often roiling Atlantic from a much calmer bay, the resort offers sea views from every room, two beaches, a top-notch tennis center, a pair of restaurants that can boast one of the Caribbean’s most outstanding wine cellars, and a staff whose commitment has often been passed from parent to child. And except for spa treatments, a premium bottle of wine, and the occasional Cuban cigar, there is little that’s not included in the rate, making a stay a better value than the price might at first indicate.

Lime Cay, an uninhabited island about two miles off of Port Royal, is a favorite destination of Kingstonians for white-sand beaches, sunbathing, and swim time. This is an ideal deserted escape on weekdays, and weekends are usually only a bit busier and bring a few vendors. Don’t count on the vendors, though: Bring your own food, water, sunscreen, and snorkeling gear. Wear water shoes, as there can be urchins. To arrange a trip over, ask at your hotel, or inquire at the bar on Morgan’s Harbour called the Y-Knot—they’ll help you find a boat ride or fisherman willing to take you to the island for no more than US$20.