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Rugged Monhegan, aka the Artists’ Island, lies about a dozen miles out to sea, and is reachable only by passenger ferries. About 60 hardy souls live here year-round, most making a living from the sea. If you get a sense of déjà vu when visiting Monhegan, it’s likely because so many of the island’s icons and vistas have been painted by American masters, including Robert Henri, Rockwell Kent, Jamie Wyeth, George Bellows, Edward Hopper, James Fitzgerald, Andrew Wyeth, Alice Kent Stoddard, Reuben Tam, and William Kienbusch. Artists and art lovers come in summer; bird-watchers flock here in spring and fall. Hiking trails access remote rocky beaches and craggy headlands. Go for the experience, the art, and the hiking, and don’t miss the museum at the lighthouse.

Harbour Island is an out island of the out island Eleuthera in the Bahamas. Home to a scant 1,500 people and more golf carts than cars, Harbour Island is the perfect place to get away from it all. It’s also home to the rich and famous who visit for the same reason the rest of us do, quiet relaxation. As soon as I landed on the island I could feel my stress melt away. It’s hard to get too worried on an island with roosters in the street and golf carts whizzing past. Harbour Island is one of those places that quickly occupies a place in your heart and I know I can’t wait for a return visit.

Famous for its long history of handblown glassmaking, Murano sits just a few minutes’ ferry ride offshore in the Venetian Lagoon. The main attraction is the Glass Museum (Museo del Vetro), which recounts the history of glass through the centuries, with the largest focus on important pieces of Murano glass produced between the 15th and 20th centuries. You can also join a guided tour and catch a glassmaking demonstration here. When finished, do a bit of shopping for locally produced glass at some of the boutique shops. Also check out the Romanesque-style Church of Santa Maria and San Donato, which may or may not house the bones of a slain dragon under its boldly hued mosaic floor.

Daingerfield Island is a pleasant spot off George Washington Parkway where visitors can picnic and watch boats and wind surfers float down the Potomac. The name is misleading—the facility is not an island, but rather a peninsula covered with park space and a premiere marina that houses small racing sailboats. Sailing classes are available to children and adults sailing during the summer and experienced sailors can rent boats by the hours. Landlubbers may prefer to rent cruiser bicycles. After building an appetite, grab a bite from Indigo Landing Restaurant or the more casual snack bar while admiring the waterfront.

The Darcy is high on style and also loaded with substance, thanks its eye-popping design, contemporary art collection, and free amenities that make every guest feel like a VIP. Kids can check out a Darcy Daypack full of items chosen to encourage a space or art-themed adventure in the city. Gentlemen can take advantage of the in-house haberdashery service to borrow or buy a pair of cufflinks or accessory, or have a whole suit custom-tailored in their room. A bike and scooter rental helps guests explore beyond the trendy Logan Circle neighborhood, while a nightly happy hour gives a taste of local grain-to-glass Green Hat gin. The swank captain’s quarters of Siren Restaurant serves a seasonal seafood menu, raw bar and caviar service, and craft cocktails, while the Lil’B Coffee Bar goes full Southern with a day menu of espresso drinks and New Orleans favorites.

This lodge offers a private island stay, paired with the option of experiencing the Swahili architecture, music, and culture of Stone Town (Zanzibar’s main town, 20 minutes from Mnemba by boat plus a 90-minute drive). Ten high-ceilinged, thatched bandas are footsteps from a flour-fine sand beach and are romantically furnished with elaborately carved wooden beds. For those who want a change of scenery, verandas and shaded beach beds offer a variety of places to sleep off all the early morning safari wake-up calls. Just under one mile in circumference, Mnemba Island has permanent residents that include poodle-sized Suni and rabbit-sized Ader’s duiker antelope, breeding doves, and enormous terrestrial coconut crabs. Sunbathers can spot dolphins from the beach year-round, and scuba divers might encounter the occasional whale shark.

After a 10-minute ferry ride from Changi Point in Singapore City, you’ll arrive on Pulau Ubin—a small, densely forested island where life moves a little slower. Rent a bicycle and spend a lazy day pedaling around this sleepy fishing kampung (village). You can sample fresh grilled fish and prawns from seaside hawker stalls, sip Tiger Beer, and get a glimpse of what life was like in parts of Singapore as recently as 50 years ago. Visitors may also enjoy kayaking trips and nature walks led by local volunteers. Check the National Parks website for details and to book tours. If you don’t want the peace and quiet to end, stay overnight at the island’s resort or at one of its free beach campsites.

Just a mile off Messinia’s coast is the beautiful Proti Island, which is said to resemble a crocodile in shape, and is a haven for history buffs. On land, you’ll find archeological sites and ruins from ancient temples and citadels. Additionally, Proti Island is great for diving due to its clear visibility, 15 dive sits and mix of reef, cave, wall, wreck, canyon, and drift diving. As you swim through turquoise Mediterranean waters, keep your eyes peeled for blue-spotted rays, painted combers, damselfish, sea turtles, and myriad colorful corals and sponges. One company that can take you diving off Proti Island is Navarino Sea by Aqua Divers Club, a Padi Five-Star IDC Resort.

Situated closer to Cambodia than Vietnam in the Gulf of Thailand, Phu Quoc has arguably the best beaches in the country. An international airport opened in 2012, raising the island’s profile and bringing in droves of visitors. Despite this, the island retains a laid-back, underdeveloped charm, and its coast is still dotted with small fishing villages with brightly painted boats. The interior of the island includes plenty of forest, while some of the land is earmarked for growing black pepper—pepper from here is famous throughout Vietnam. The best beach lies to the west of the town of Phu Quoc; it’s a 13-mile long straight stretch with golden sands, coconut palms, and clear turquoise waters. The An Thoi Islands, south of Phu Quoc but still part of its marine park, offer excellent snorkeling and diving during the dry season from December through May.

One of the best opportunities to enjoy local food, music, and good times with visitors and islanders alike is at the Island Fish Fry. This family-friendly weekly event happens Thursday evenings from 5:30 p.m. to 9:30 p.m. at Bight Park in Providenciales. You’ll find local favorites such as fried fish, lobster, and conch salad alongside jerk chicken and barbecue ribs from local restaurants. There’s always a stage with a roster of bands, as well as storytelling, crafts, and other activities.

Spectacular hilltop villages are a dime a dozen on the Greek islands, but Astypalea, a distant speck in the Dodecanese, has the quintessential sugar-cube capital cascading over a rocky outcrop to a sheltered harbor. The oldest houses are huddled along the cliffs circling the Venetian Querini Castle. Castro Bar is built right into the 15th-century castle walls (which look even more dramatic when illuminated by moonlight). A series of small terraces on different levels, painted in white, burgundy, and blue, all offer stupendous views across the island and what feels like the whole Aegean. The vibe is mellow, and the drinks are strong. Stay until the sun rises out of the sea, a trippy experience you won’t forget.

Pristine, untouched and unforgettable: There’s no other way to describe this natural park just off the northeast coast of St. Croix. Walking trails crisscross the expanse through frangipani and tamarind trees and cacti to beautiful beaches. Turtle Bay, on the western side, wows with its magnificent snorkeling; the protected waters and massive coral reef are home to more than 250 kinds of fish. Admission numbers are limited each day; advance booking is required.

Sir Bani Yas is a desert island five miles off the city’s Arabian Gulf coast with some curious residents, namely cheetahs, ostriches, and giraffes, among others. Three distinct properties allow visitors to make the most of the rustic wildlife refuge with game drives and one-of-a-kind animal encounters: the Desert Islands Resort & Spa, with its plethora of amenities and dining options; the safari-style Al Sahel Villa Resort, at the island’s rugged center; or the luxe shorefront Al Yamm Villa Resort, where barasti-style villas have turquoise infinity pools and a lagoon teeming with migratory birds. Though each property stands on its own, guests can take advantage of all the amenities with free transfers between them. Don’t miss the innovative Dining by Design experience, which lets you dine at different venues around the island, from a romantic dinner on the beach to a family picnic on safari plains.

Leave your flip flops at the stern and spend four days and three nights of blissful relaxation with Captain Ahmet and Chef Sunny aboard Before Lunch cruises from Fethiye. This Turco-Australian eco-friendly company will cater to your every blue cruise whim as you journey from one Mediterranean idyllic bay to another aboard Ros - a traditional wooden gulet. Take in the panaromic view of lush green cliffs that cascade into turquoise seas and secluded coves of clear tepid waters - ideal for swimming and snorkeling. Lay out your towel on the wooden decks to sunbathe with friends or have some ‘me-time’ on the shaded lounges near the stern. For privacy, retreat to your personal cabin where bedding and bathroom facilities are provided. There’s space for up to 18 people to holiday as they wish! Deciding what to do on the journey is easy. Intrepid travellers can walk the ruins of local islands, whilst leisure-seekers float on the Med. Grab the latest best seller to read, play cards or board games or savor a cold beverage or two. The only stress is deciding what to eat from the delicious cuisine Sunny prepares onboard using the freshest produce from local markets. The highlight of the cruise though comes in the evenings. Watch phytoplankton illuminate the sea or peer to the Milky Way to count shooting stars as you fall asleep in the moonlight. Many companies may offer similar cruises out of Fethiye, but Before Lunch certainly sails ahead of the fleet for blue cruise hospitality.

The largest and most storied of the Sydney Harbour islands, Cockatoo was once an Aboriginal fishing ground, a naval shipyard, a girls’ reform school, and a gruesome prison. Today, it offers fascinating walking tours, a casual café, and a number of events such as the Biennale of Sydney. When most visitors line up in the evening to catch the ferry home, those staying on the island are just setting off on a leisurely sunset stroll. They can watch the city light up from what feels like another world and then retreat to their campsite, canvas “glamping” tent, heritage home, or modern apartment until they wake up to birds and boats the next morning.