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Just to the north of Galley Bay Resort, you’ll find one of my favorite beaches on the island and maybe even the entire Caribbean: Deep Bay. The ruins of Fort Barrington keep watch over this incredible, crescent-shaped slice of paradise, just adding to the beauty of its turquoise, flat waters. Swimming here is like splashing in the largest, most pristine, natural pool you’ve ever imagined. As an added bonus, there’s a hundred-year-old sunken wreck, a barque from Trinidad named the Andes, out in the middle of the bay. It’s an easy swim from shore and accessible to snorkelers. Beaches really don’t get much better than this... anywhere.

I favor several hotel brands in certain parts of the world. It’s The Ritz-Carlton, Sarasota for a Florida beach location perfect for family fun and here’s why: The airport is a short ride from The Ritz-Carlton, Sarasota and serviced by several carriers. The hotel will pick you up by prior arrangement (fee) making it even easier for you. The hotel’s Jack Dusty restaurant offers a beautiful breakfast but dinner is even more special with a seafood-focused menu that is creative and done right. Nearby, the upscale-casual Shore on St. Armands Circle is great too. A free shuttle to this appealing area famous for shopping and dining is provided by the hotel. The Ritz-Carlton, Sarasota has a Ritz Kids (club) to keep the littles engaged. Or hop on the free scheduled shuttle to the Beach Club to enjoy a day at the kid-friendly pool or under an umbrella at the beach. Enough sun? Visit the inspirational Marie Selby Botanical Gardens, or see the Ringling Museum’s depiction of a circus and encampment via thousands of handmade figures created by one man over 50 years, or tour the Ringling mansion Ca’d’Zan to see a gilded slice of life. Parents should relax. Rooms redone in soothing ocean tones, an inviting lobby, a sleek Club Lounge, and sparkling event spaces invite you to slow down. Swim in the pool or paddle a SUP or kayak on the bay. The Spa has created a package of several treatments to relax you, so take advantage of it. For family fun, walk the Downtown Farmers’ Market. Don’t miss fresh-squeezed orange-strawberry juice from Jordan’s Farm. For lunch, try the locals’ favorite, Nancy’s Bar-B-Q, to get down with some of the best barbecue ever. Sun, beach, and making fun family memories, it’s all here in Sarasota.

The start of the path is quite easy to find in Friar’s Bay. Just walk North past Kali’s Beach Bar and past Friar’s Bay Beach Bar until you see a path marked by orange arrows. It should lead up a hill. (There appears to be another path that goes around the rocks lower down, but I wouldn’t recommend taking that one.) Once you crest the hill, the still somewhat clearly marked path opens wide in all directions. You get a clear view of the ocean on your left and grassy hills on your right. Cross through a fence. Walk past some old ruined condos. Meet up with a road. Wait, a road? I could have driven here? Yeah, well… the walk is pleasant and you’re at Happy Bay before you know it. And talk about “happy”! This secluded bay is often almost devoid of the throngs which plague some St. Martin beaches like Orient Bay. Here, there are practically no facilities (though they have been talking for a long time about adding some) so it just doesn’t attract crowds! It’s not as expansive as my favorite beach on St. Maarten (Long Bay) though… Anyway, once you take your pick of the many excellent spots to spend the day on this beach, it’s just a matter of deciding how much you’re going to take off. ;-)

Swift streams and waterfalls continue to carve these vertiginous and rugged valleys as they pour into the sea. One of the most stunning wilderness areas on earth, it also contains ancient Hawaiian ruins of graves, temples, house platforms, and terraced fields. The fear factor increases past the initial two-mile path to Hanakāpīʻai Beach (best visited in summertime, as winter swells tend to wash it away). Only experienced hikers in good condition and with proper gear should venture further along the famous 11-mile Kalalau Trail. Check for path and park closures before making plans and don’t forget the $20/night permit to crash at a campsite. However long you trek, stay on the main path and pack out what you brought in.

Local chef Donnie Masterton long ago refined the art of matching sensory experience to fine food, and The Restaurant, on Sollano in the Centro, offers thrills on every level. Dinner here is an occasion for shirts with collars for men and shoes otherwise reserved for dancing for the women. (Dancing, by the way, often erupts in the bar in the wee hours, so it’s good to be prepared.) And while every night at Donnie’s proves a visual treat, Thursday nights are the see-and-be-seen scene, when locals stop in for gourmet burgers—available that night alone—with their Chateau Puy Blanquet St. Emilion Grand Cru.

This 34-mile paved bike trail wraps around the River Mountains and loops from downtown Boulder City through a part of the Lake Mead National Recreation Area, past Lake Las Vegas, through the outside corner of Henderson, and back. All told, the route presents bicyclists with a challenging and diverse path on which to spend a day. There are even some spur trails from the main thoroughfare that link to Hoover Dam (through a series of old railroad tunnels), downtown Henderson, and beyond. The most challenging portion of the main trail is between Henderson and Boulder City, where a series of three hills—dubbed the Three Sisters—prompt even the fittest atheletes to huff and puff for a while. Services are available at various spots along the trail, and bike rentals are offered in Boulder City and at Lake Las Vegas.

Everyone who visits Santa Fe walks along the famed Canyon Road. Originating as an old footpath that once accessed water, it now primarily showcases an expansive range of shops and galleries with Native American art and landscape paintings. A stroll is not complete without a stop at one of the award-winning restaurants, a la Geronimo and the Compound.

Although The Wigwam is a historic Arizona resort, with an Old Southwest look and feel, the history here has nothing to do with cowboys and Indians, but cotton and car tires. Originating in 1918 as company lodging for the Goodyear Tire & Rubber Company, which owned thousands of acres near Phoenix (where it grew cotton used to make tires), The Wigwam opened to the public in 1929. The property has since grown into a 331-room luxury resort, but its location to the west of Phoenix (instead of around Scottsdale to the east, where much of the area’s tourism development lies) means that it largely flies under the tourist radar. Recently, the resort tried to change that fact, undergoing a major refurbishment in 2011 and launching a marketing campaign about the benefits of staying west of Phoenix. Still, its relatively low rates include amenities frequently associated with the eastern resorts, including 54 holes of championship golf, nine tennis courts, three swimming pools (one with a 25-foot waterslide), and all the expected dining and wellness options. Thanks to its prices, The Wigwam is most popular for conventions and destination weddings—two groups more keenly attuned than most to good value for the money. That, and what bride could resist a venue that boasts 8,000 rosebushes?

Bar San Marcial is easy to miss. Tucked into a small hallway on Calle San Martzial, you have to duck in and head down a couple of steps to get to the classic wooden bar. Once there, don’t miss their excellent selection of fried things. The best, their house trademark, is the Gavilla. It’s a chunk of tenderloin, a slice of ham, and a slice of cheese surrounded by bechamel and fried golden brown.

With its domed greenhouses of epic proportions dotted across some 100 hectares (250 acres), the sustainable Gardens by the Bay are educational and fun. The Cloud Forest is a misty, 42-meter-high (138-foot-high) “mountain” that re-creates tropical highlands; visitors use ramps to explore around and through them. A biosphere of Mediterranean and desert plants, including huge baobab trees, makes up the Flower Dome. Outdoors, guests walk on suspended walkways between steel-frame “Supertrees” that are covered in solar-powered lights.

Hang Ah Dim Sum Tea Room’s brick facade and missing letters may not be much to look at from the outside, and the interior’s low ceilings, fluorescent lights, and basic furnishings won’t win awards, either, but the inexpensive dim sum served inside makes it worth a visit. It’s too small for rolling carts, but you can order soup dumplings, barbecue pork buns, shrimp dumplings, pot stickers, and many other freshly made, shareable bites. The menu has rice, noodle, and vegetable dishes, too. Hang Ah Dim Sum, established in 1920, calls itself the oldest continually operating dim sum restaurant in the United States and has been owned that whole time by the same handful of families.

One of Anguilla’s most secluded beaches, Little Bay is tucked beneath a series of bluffs on the island’s northwest. Usually reached by boat or kayak from Crocus Bay, this tiny, undeveloped stretch of sand hugs a cove with calm turquoise waters filled with small tropical fish, sea turtles, and starfish. Bring drinks and snacks, rent gear from Da Vida Restaurant, and kayak (or boat taxi) over in the morning to avoid the crowds and spend a couple of blissful hours away from it all.

If you are looking for a fun, buzzing eating scene in the Wall Street area, this is it. Stone Street is a narrow, cobblestone street lined with restaurants and bars and filled with outdoor, communal tables. During lunch on nice days, an energetic crowd of casual business types from the Wall Street area fill the alley with loud laughter and clinking glasses. And after work—especially on Wednesday and Thursday nights—it’s a busy social scene. Stone Street was the first paved street in NYC. It starts at Hanover Square (off William Street 2 blocks south of Wall Street). Look for the imposing brownstone India House with the famous Harry’s Bar in the basement and walk around the building. Directions may sound complicated, but once you get in the area, follow the buzz of the crowd or ask one of the locals. About ten years ago, this historic corridor had a $2 million restoration of its cobblestone streets and vintage lamp posts, which helped usher in the new restaurants and the young crowds. Popular eateries include Adrienne’s Pizza Bar, Vintry Wine & Whisky and Ulysses Pub. Also on this street is Harry’s; opened in 2006, it is a new generation offshoot of the historic Harry’s at Hanover, a high-profile eatery in the financial district from 1972 to 2003. Food festivals also attract a hungry crowd. Look for Stone Street Fest in May and the Oyster Festival in September.

This twin-peaked headland—and the ruins of the 18th-century Fort Shirley garrison—preside over Prince Rupert’s Bay, Dominica’s largest wetlands and a docking area for smaller cruise ships. An 1802 revolt here led to the British Empire abolishing all slave soldiers, making this Dominica’s most important historic destination—and now a worthy World Heritage site. A short climb leads to the restored buildings and a splendid viewpoint, complete with cannons. Longer trails spike out into the dry coastal woodlands, populated by crabs and grass snakes (Liophis juliae, known locally as kouwes).

Located in Messinia’s Mediterranean area, this popular beach is most well-known for its distinct “omega” shape. Locals and visitors come here to lap up the waves, admire the dunes, sunbathe on soft sand, hike, and bird watch. Other attractions located above the beach include Nestor’s Cave, the ruins of Old Navarino Castle, and the tomb of Thrasymedes (Mycenaean period). As you climb, you’ll enjoy aerial views of the Divari Lagoon of Gialova, Navarino Bay, and the olive tree-littered Peloponnesian Hills. Interestingly, Voidokilia Beach is believed to be the place mentioned in Homer’s Odyssey, where Telemachus (son of Odysseus and Penelope in Greek mythology) was greeted by King Nestor—who is thought to have used the beach as a port during ancient times—when searching for his father. For a guided experience, Navarino Outdoors offers a bike tour of the beautiful Voidokilia, with time to swim and enjoy views of Gialova Lagoon.