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A tiny, man-made island in Clifton Harbour built with discarded conch shells, Happy Island is really just a small bar where you can tie up for a while and have a drink, a meal, and a conversation with Janti Ramage, the island’s joyful builder, owner, and operator. Just be sure to call ahead, as Ramage keeps flexible hours.

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.

What’s Shakin’ is a fantastic local food spot located outside of Hilo, on the Big Island, along what is labeled the ‘Pepe’ekeo Scenic Drive.’ They are known for their fresher-than-fresh smoothies, but also boast a menu that’ll appease even the hungriest of visitors. Walk up to the window, order up some grub, and then sit at the picnic benches and enjoy the afternoon as the friendly staff prepares your order. We ate here on the first and last day of our visit, it’s really that good.

Become a Paniolo (Hawaiian Cowboy) for a day and do an actual cattle drive while on the Big Island of Hawaii. Even though it was a rainy, moody day, it was the perfect unique experience to have in Hawaii. Hawaii is much more than beaches! More information about my experience at Dahana Ranch: http://www.ottsworld.com/blogs/cattle-herding-in-hawaii/ Dahana Ranch P.O. Box 1293 • Kamuela, HI 96743 • toll free: (888) 399-0057 • p (808) 885-0057 • f (808) 885-7833 • [email protected]

Snorkel, fish, relax and recover while you’re in Panama on Contador Island, in the Pearl Islands Archipelago. These beautiful boats are ready for hire (in hugely affordable fashion) once you’ve left Panama City and landed on this enchanting island. With Air Panama there appear to be two or three short (45 minutes) flights a day that will get you there from Panama City. Be sure to pack your swimsuit, a good book and some sunscreen. This is a very small island and you can explore land on foot or by a rental scooter to see it all. In Spanish, Contador means ‘the one that counts’, and it’s easy to make your day on the island count with a local rental boat. Your captain (that will inevitably also be fishing while you’re moving) are a reliable way to go and find nearby remote snorkel locations. Be sure to agree on the price before you head out for your big day on the water.

Just a five-minute boat ride from St. Vincent, Young Island is both a private resort and the first in the Grenadine islands chain. Here, you’ll find a small, white-sand beach facing the channel that separates the island from the mainland. It’s technically for hotel guests only, but go for lunch at the very good beachside restaurant and bring your bathing suit—the resort won’t mind if you take a quick dip after your meal.

Short of visiting the iconic Sheikh Zayed Grand Mosque itself, you won’t find a better view of the whitewashed masterpiece than at this Shangri-La hotel, which shimmers like a jewel opposite Abu Dhabi Island on the mainland of the Arabian Peninsula. The rest of the hotel’s palatial appeal sprouts from a deep appreciation for Middle Eastern tradition, seen in spectacular carved archways, mosaic-tile baths in the rooms, and winding waterways navigated by an abra (local ferry boat). Hop on board to journey to the hotel’s contemporary take on a souk, where you can purchase clothes, jewelry, and other souvenirs before choosing between French, Vietnamese, and Chinese specialties at four on-site restaurants. Four pools ensure you won’t wilt in the desert heat, while a CHI spa provides soothing comfort for those beat from a day spent skyscraper hopping.

If you want to vacation like British royalty, visit the mosquito-shaped island of Mustique, which Naomi Campbell, Mick Jagger, and Princess Margaret have all called their home away from home. Once on land, there’s no better place to stay than the Cotton House, a private retreat that feels like the lap of luxury. Set on 13 acres of cerulean beachfront and gardens thick with jasmine and frangipani, the 20 rooms and suites are awash in neutral hues inspired by their surroundings, with wicker pendant lighting, ikat throw pillows, and breezy mosquito nets over the beds. Explore the coral reefs near the shoreline in a glass-bottom kayak, or improve your backhand with help from the resident tennis pro. After a day of sun-soaked adventure, dine on fresh-caught specialties (pan-seared barracuda, Caribbean-style sushi) at Veranda restaurant, then retire to the Great Room, a colonial-inspired lounge offering rare and local rums.

Scrub Island is one place where being shipwrecked might actually be a good thing—pity that dockside boat slips abound. Located on a volcanic speck just 75 miles east of Puerto Rico, Scrub Island Resort is the ultimate tropical idyll, with a spa, marina, and three restaurants. Its 52 suites and villas sit on 230 pristine acres, complete with neutral, colonial–style interiors (think four-poster beds, marble baths with soaking tubs, and floral curtains) that intensify the ocean views. Charter a boat to explore hidden coves or test your nautical skills at the resort’s sailing school. You can always forget what you know once the time comes to lift anchor and head for the mainland.

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.

I fell in love. I fell in love with the town of Marfa. Safari tents. Stand alone bathtubs. Vintage trailers. Twinkle lights. Hammocks. An off the beaten path campground takes you to another world. You can choose to stay in one of their hip vintage trailers, eco-friendly safari tents, or in one of two teepees. The place fills up so all that was left was the safari tent. I felt like I was in a part of Moonrise Kingdom. It takes up 18 acres in Marfa, Texas and it has a place where they host live music, a communal kitchen, a shaded nook full of swinging hammocks, a community lounge and a small little shop filled with unique finds. It’s a place that just steals your heart and makes you wonder when you can come back.

Straddling Cancun’s sandy beach in the heart of the Hotel Zone, the CasaMagna Marriott Cancun Resort features 450 re-modeled rooms and suites with balconies with ocean views. The AAA Four Diamond-award winner houses a wide selection of restaurants and bars, offering Argentine, Japanese, Southwestern, Italian or Thai cuisine. La Isla-Pool Bar serves poolside snacks and drinks in a family setting, while Bahia dishes up fresh seafood on the beach. Las Ventanas Lobby Bar is the place to meet for drinks and appetizers and enjoy nightly entertainment, while Las Ventanas Gift and Coffee shop offers “grab and go” and late night snacks. A full-service fitness center, pool and onsite tennis and water sports complete the recreational package. The Marriott Kid’s Club offers entertainment for the younger guests. High speed Wi-Fi is available in rooms and public areas throughout the resort.

Feast on fresh-caught fish and seafood and wash it down with Italian wine during a leisurely summer lunch at Alla Maddalena on Mazzorbo Island. A 45-minute ferry ride from Venice and far removed from the crowds, this charming, less touristy and altogether tiny island in the Venice lagoon is wonderful place to escape for an afternoon. And Alla Maddalena serves amazing fried fish as well as top-notch mussels and clams, all of which can be eaten al fresco either in the back garden or by the canal. The trattoria is also known for handmade pastas and seasonal ingredients from fruits to locally hunted game like wild duck. (Mazzorbo is a short walk across footbridge from Burano Island, so if you’re planning a trip to Burano, you can add a stop here for dinner.)

There’s a little slice of New Brunswick, Canada, off the coast of Maine, and it’s well worth a visit. Grand Manan Island is accessed by ferry from Black’s Harbour NB. The island is only 34km long and 18km wide, so it doesn’t take long to explore by car. Another popular option is to walk onto the ferry and rent bikes on the island. The main sights on Grand Manan are the beaches, rocky cliffs, and lighthouses. It’s a haven for artists, bird-watchers, and hikers. It’s also a great spot to enjoy fresh seafood. The journey to the island is one of the best parts as you often see whales, seals and other sea life from the ferry decks.