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The hike up Lion’s Head affords incredible views. Since the trail winds around the mountain, you’ll have the unique opportunity to see every side of Cape Town from above. When you start, the ever-stunning Table Mountain will be just to the left, but soon enough, you’ll be facing Robben Island in the distance, with all of Cape Town below. The Lion’s Head hiking trail is eight miles round-trip and takes about three to four hours to complete, depending on your pace. If you happen to be in town during the full moon, be sure to start hiking mid-afternoon and bring your headlamp and a picnic dinner. Along the way, you’ll meet many a local honoring their monthly tradition of hiking up, eating dinner during the sunset, and hiking back down in the moonlight glow.

The ancient Hawaiians revered mantas in very high regard. With up to 25-foot wingspans, these majestic sea creatures feed on some of the sea’s smallest organisms: zooplankton. Strap on a snorkel to watch them dine at night, doing slow, gape-mouthed barrel rolls as they swallow copepods, mysid shrimp and arrow worms. The two most popular Big Island sites—off Kona International Airport and near the Outrigger Kona Resort and Spa—have suffered overcrowding lately, which is terrible for both the rays and the people who love them. Try Jack’s Diving Locker for a scuba descent and Eka Canoe Adventures for snorkeling, after checking out guidelines from the Manta Pacific Research Foundation.

Affectionately called the First Lady of Waikiki, this grande dame opened in 1901. Its gracious architecture harks back to the sugar-plantation era and wraps around a courtyard anchored by a massive banyan. Pull up a chair under its spreading branches—or else a seat overlooking the ocean—and enjoy island-inspired fine dining. East meets West here with appetizers like Kona abalone bourguignon, tempura asparagus with Parmesan custards, and twice-cooked octopus with macadamia romesco. Entrée standouts include the miso salmon and Korean-fusion Beach Bim Bop starring fiddlehead ferns, kimchi Brussels sprouts, and Ali’i mushrooms from Hawaiian grower Hamakua. Save room for its tour-de-force finale: A “dessert tree” with small bites of everything from macarons to red-velvet cheesecake.

A long jetty with a thatch-roofed shelter at the far end is the signature motif of Pigeon Point Heritage Park. This is Tobago’s favorite swimming beach, a classic scene of golden sands bordered by coconut palms. The well-maintained 125-acre park is also a hub year round for island events, from dragon-boat races and culinary feasts to jazz and other music festivals. Colorful glass-bottomed boats pick up visitors here for tours over the ample reef system. And there’s shopping, too: Look for island-made ceramics, batik and beachwear.

Bouchon Bakery, with its origins in Yountville, California, and under the aegis of world renowned chef Thomas Keller of the French Laundry, now has three locations—and, lucky enough for Vegas, one of them is on the Strip. The menu is classic French bistro, done extremely well, and with a carefully selected (and extensive) wine list to match. It’s also open for breakfast & brunch.

Korea puts its own spin on sashimi at the Noryangjin Fisheries Wholesale Market. Bargain for a piece of raw fish (hoe, pronounced “hway”) amid the lanes of fishmongers, then head upstairs to have one of the in-house restaurants garnish your prize with generous sides of kimchi. susansijang.co.kr. This appeared in the January/February 2014 issue.

Music producer turned hotelier Chris Blackwell has made a name for himself converting Caribbean properties (Pink Sands on Harbour Island, GoldenEye in Jamaica) into jetset destinations with studios where his rock-and-roll friends can kick back while recording their next album, but it all began at Compass Point. Bob Marley, the Rolling Stones, and Eric Clapton have all stayed in some of the resort’s 18 rainbow-hued stand-alone huts, which are inspired by the colors of Bahama’s Junkanoo carnival and are simply furnished to encourage engagement with the outdoors; though the interiors are air-conditioned, most have sea-view balconies that are sighted to catch ocean breezes. In keeping with the theme, each comes with a surround-sound system and a library of CDs by artists who have recorded at Compass Point, but you’re just as likely to keep them off, preferring instead to listen to the waves that crash on the hotel’s small beach.

A visit to John Watling’s Distillery offers both a tour of a historic estate in downtown Nassau and the opportunity to sample locally made John Watling’s rum. The distillery, the only locally owned one on the island, is housed in the Buena Vista Estate, which began construction in 1789. The estate grounds encompass tropical gardens and a 200-year-old water well. Visitors can also take a free tour of the museum and distillery, where you can see the aged white oak barrels filled with rum. Finish the tour with a cocktail from the on-site Red Turtle Tavern, or pick a bottle of John Watling’s rum from the store.

The 1905 Cadillac sparkling under the bright lights really commands the attention of the room. This hot ride, in the center of the Cayman Motor Museum, is the exact model of the first car ever driven on the island. Browse through more than 55 classic and exotic vehicles as well as 18 various vintage motorcycles. This museum displays rare and one of a kind automobiles and isn’t just for motor enthusiasts. Cars like the original Batmobile used in the 1960’s television series of Batman as well as Elton John’s Rolls Royce make this museum a must-see.

My sister freaked out when she heard that Kenny Chesney would be playing a special concert at the Atlantis Resort on Memorial Day weekend last year. She begged me to go, and with neither of us having been to the Bahamas, it was an absolutely fabulous experience. We shopped and laid out by the pool during the days, while experiencing all the nightlife and restaurants that the resort has to offer. We had a great weekend, and Kenny was the topping on the cake!

One of the best strolls through Venice begins in the neighborhood of Arsenale and finishes on the Island of Sant’Elena. Walk along the main drag of Via Giuseppe Garibaldi, a street full of shops and colourful local life until it dead ends. Make a right on to Viale Giuseppe Garibaldi where a monument to the streets namesake stands. From here the streets become very quiet. Follow Viale Giuseppe Garibaldi to the end and turn left onto the Fondamenta San Giuseppe. This is a mostly residential area where you see laundry hanging from pastel painted houses and hear small fishing boats tapping against the sides of the canal. Make the first right off the Fondamenta and get lost in the twist of back streets here until you come upon the Via XXIV Maggio. From here, look for signs pointing to the Church of Sant’Elena, a beautiful 12th-century monastery on the island.

Much more than just a restaurant or smoothie stop, Choice Health Bar is a culinary fusion of food, lifestyle, and positivity. This small restaurant in the Lahaina industrial park serves fresh kale salads and heaping acai bowls. The place is a favorite hangout for island locals from surfers and paddlers to vegans. Just because it’s healthy, don’t think the food will taste like cardboard. Creative concoctions pepper a menu that is constantly being reinvented, and you’d never expect that a quinoa quiche could possibly taste so good. Locals also love Choice for the laid-back atmosphere and powerful, positive vibes. A sign on the door informs all patrons that this is officially a “bummer free zone,” and instead of simply “super-sizing” your meal, you can “make it epic” with ‘superfoods’ like kale and cacao. Consistently voted as the island’s top pick for healthy, vegan cuisine, Choice is the absolute best spot on the West Side for infusing your body with nutrients.

You are lucky the sun only rises and sets once a day on Hawaii—otherwise, you’d spend all of your time transfixed by the horizon. Hike to the leeward (eastern) side of any island on a clear evening and train your eye over the ocean in search of the “green flash,” an optic phenomenon in which a green sliver of light hovers in the wake of the setting sun. (On Oahu, the remote Kaena Point is a good spot to see the flash.) Sunsets on Kauai, “The Garden Island,” make the beauty of the coastal surroundings even more poignant. If you rise early and tackle the Lanikai Pillboxes trail on Oahu or summit the volcano at Haleakala National Park on Maui, you’ll experience an unforgettable morning as the sun rises over the ocean for a new day.

Many Caribbean islands (Anguilla included) are made primarily of limestone. Over many thousands of years, caves often form in this type of rock speckling the islands with tons of little caves to explore. On Anguilla there are plenty to explore, but the hike to the Iguana Cave is particularly pleasant. It starts on the quiet and isolated sands of Katouche Bay Beach just past the Masara Resort. It’s pretty much due West of the capital of The Valley and very easy to find. The only awkward part is the very steep road that descends the last mile toward the shore. There you should find a gap in the sea grape trees. Staying on this path will take you past a salt pond, through a forest crawling with hermit crabs, up an old stone staircase, through a grove of cactus, past the occasional red-footed tortoise, and finally to the cave. Going at an easy pace, the hike clocks in at around 45 minutes up and 45 minutes back. For the most part, it’s pleasant and I highly recommend it as a way to break up a bounty of beautiful beach days.

One of the more relaxing evenings away from home was spent at the Outrigger Hotel in Kailua-Kona on the Big Island of Hawaii. I checked in with no problems and was even upgraded to a partial ocean view room! I had enough time to mosey on through town to grab some dinner and watch the sun sink to the ocean (complete with a green flash). The hotel was comfortable and situated next to a beach filled with a all sorts of fish and sea turtles. Snorkeling at Kahaluu Bay Beach Park, right next door to the hotel in the morning was one of the best snorkeling experiences I have had in Hawaii. The water was clear and the marine life was over-abundant! Sitting at the beach bar in the evening with live music and the sound of the surf was enough to relax the body and soothe the soul for a great night of sleep! If you are local, make sure to book their Kamaaina rate. **Unfortunately, the Keauhou property has closed. However, the Outrigger has several other properties on the Big Island.