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The most rugged, sketchy roads always seem to lead to the best surf breaks. This photo captures the early morning drive over the hill to Cerritos beach in Baja Mexico. Down below I discovered perfect, glassy rights and only a few early risers in the water. In the distance at the point is Hacienda Cerritos, a boutique hotel from which you can stumble out of bed and down to the surf. Mario Beceril, a Baja native, runs a great surf school from the beach for anyone who needs a lesson. mariosurfschool.com

Discreetly tucked away down Dean Street in the heart of Aspen, the St. Regis is a bastion of mountain town luxury. Fresh from an interior remodel (completed in 2012) the property brings urban sophistication to the Rockies. Every guest room features a large marble bathroom with a separate bathtub (perfect for soaking after a day on the slopes). The lobby becomes a social hub in ski season and during big events such as the annual Food & Wine Classic. Order a drink and watch for star chefs as you take in the views of Aspen Mountain. If you’d rather be discreet, sneak away to the Library, and lounge on one of the couches. The signature St. Regis butler service caters to every whim at any hour, from securing lift tickets to scoring dinner reservations. When the weather turns cold, there’s no better place to warm up than the Remède Spa with its hot and cool plunge pools, steam caves, and an oxygen lounge, not to mention some of the best therapists in Colorado.

The best views of San Francisco are from the top of Twin Peaks, the two hills that are located in the geographic center of the city. Only from Twin Peaks can you get a 360-degree view of the entire city. If you are lucky, on a clear day you can see all four Bay Area bridges—from the Golden Gate to the Richmond-San Rafael and the Bay Bridge all the way south to the San Mateo. Standing on North Peak, you can look down the tree line of Market all the way to the Ferry Building. All the city neighborhoods, scattered over up and down the hills, from Mission to Bernal Heights to Russian Hill to the Presidio are in your vista. If it’s clear, you’ll be able to see the Marin Headlands, Alcatraz, Sausalito, and even Mt. Tam. From the North Peak, you can walk over to the South Peak and take in the city views from the Sunset District down to San Francisco International Airport. Tips: 1. Bring a jacket with you. Even on a warm summer’s day, it can be chilly at Twin Peaks. 2. Wear sturdy shoes, especially if you want to walk up to the Peaks and or around them. 3. Bring binoculars, if you have them. There are telescopes that you can pay to use if you don’t have binoculars.

Islands of the Caribbean with historically strong ties to Great Britain aren’t exactly known for letting it all hang out but just to the south of Galley Bay Resort and Spa, is Antigua’s one-and-only clothing-optional stretch of sand: Eden Beach. Intrepid (or maybe a little fool-hardy) travelers can borrow bikes from Galley Bay to make the trip, but be warned: there are several steep hills standing between you and taking it all off, but, as I found out on my last visit, that just makes the payoff that much sweeter! The beach is much larger than you might expect with lots of private nooks. There’s even an exotic mini-islet within swimming distance from shore. The place is positively picturesque. But you’ll have to show some restraint. There’s a strict “no cameras allowed” policy out of respect for your fellow nude neighbors.

Manhattan is full of boutique and luxury hotels, but Kimpton hotels are known for bringing both experiences together. Ink48, a hotel in Hell’s Kitchen, is no exception. Set in a former printing house, the hotel is close to everything without being too close. It’s accessible by both bus and subway and within walking distance of area restaurants, Times Square and the Javits Convention Center. Rooms are sleek and modern with flat screen televisions, animal print bathrobes and, of course, windows with views of the city. The hotel offers WiFi for loyalty program members and rents out bicycles to guests. The in-house gym and spa also help to keep you fit during your stay. The lobby has tea and coffee in the morning, flavored water in the afternoon, and wine at night. Print. Restaurant and The Press Lounge are the hotel’s highly acclaimed restaurant and bar that are both worth your time.

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.

Former British prime minister Harold Wilson, who loved the Isles of Scilly and visited every summer (his wife, Lady Wilson, now 100, still does), is buried at the pretty Old Town Church in its atmospheric graveyard. The grave is modest compared to the grander tombs belonging to distinguished Scilly families, but not nearly as modest as the Wilsons’ nearby summer house, which is inconceivably tiny for a residence of one of Britain’s most important 20th-century statesmen.

There are two Paradise Beaches on Kos. One is northeast of Kefalos. It’s quite nice with facilities, a bar, and crystal clear waters. The other is southwest of Kefalos. It’s also quite nice with facilities, a bar, and crystal clear waters. The difference is the first one is very easy to get to and prone to getting covered in a crush of humanity while the second one (pictured above) is found at the end of a loooong, winding, dirt road (complete with sheer drops!) and only very lighted spotted with a few clothing optional occupants. Don’t worry, the way is clearly marked with signs pointing the way to Kavo Paradiso Beach FKK. FKK of course short for Freikörperkultur — a German movement whose name translates to Free Body Culture. Now when I say it has facilities, I mean it has around 7 or 8 umbrellas to rent with accompanying chairs. And when I say it has a bar, I mean it has a teeny-tiny shed manned by a blissfully quiet Greek fellow selling Mythos beers for 2 euros a bottle. And when I say it has crystal clear waters, I mean it! This was by far my favorite beach on a recent trip to Kos and well worth the death defying drive to reach it!

This recently restored 18th-century Federal-style home and gardens was owned by General George and Katherine Marshall from 1941 to 1959, a time where he would experience his most illustrious achievements. One of only five men to receive the rank of Five-Star General, he was architect of the Normandy invasion during World War II, served as Army Chief of Staff, Secretary of Defense, Special Ambassador to China, and as Secretary of State created the Marshall Plan, the post-World War II economic rehabilitation plan for Europe for which he was awarded the Nobel Peace Prize. Tours of the home are provided where 90% of the furnishings, personal effects, and memorabilia are original belonging to the Marshalls’ such as Chinese paintings from friends General and Madame Chiang Kai-Shek.

The Shockoe Slip in Richmond, Virginia has many quaint shops, good restaurants, and several upscale hotels. One of those hotels is the Berkeley Hotel. This boutique hotel is beautifully furnished. The rooms and bathrooms are richly decorated. Breakfast, lunch, and dinner are offered in the hotel restaurant. Access to the Jamestown Center fitness club is included for guests. The attentive staff will be happy to assist you in any way they can. Nearby you will find the Richmond City Hall, the Virginia State Capital, the James River, and many other historic sites. A stroll down Cary Street is fun whether you are going to a restaurant or shopping or sightseeing. I have stayed at the Berkeley several times and have never been anything but pleased with the service and the hotel.

The King Cole Bar is about as legendary as any bar in New York. Located in the St. Regis Hotel at Fifth Avenue and 55th Street, it has been the place to go for a cocktail since it opened in 1932—Salvador Dalí, John Lennon, and Marilyn Monroe are just a few from a long list of famous names who have dropped in for a drink. The bar sits off the St. Regis New York’s lobby and is presided over by the famous King Cole mural painted by Maxfield Parrish, with John Jacob Astor IV playing the part of the king, jesters to each side of him. Today it is still the ultimate setting to start a celebratory evening, or end one with a nightcap; it cemented its place on most lists of New York’s top bars with an extensive renovation in 2013. While the bartenders can prepare anything you might be in the mood for, you may want to order a Bloody Mary. The King Cole Bar boasts that it was the first spot where the drink (then known as a Red Snapper) was served in the United States (a claim, it should be noted, that is disputed by some other bars).

There are plenty of fancy doughnut shops. You know the type, the ones that count bacon or basil in their ingredient list. But if you’re looking for an old-school bastion of fluorescent lights and pink boxes full of fried dough, this is the spot. A family-run joint that has supplied prework breakfast and postbar bingeing since the 1960s, Bob’s draws a crowd day and night for the fresh doughnuts made from scratch. Bob’s bakes all the nostalgic favorites: glazed, chocolate, sprinkles, sugar, and fresh apple fritters, and crumb-topped doughnuts. You might also notice a giant doughnut in the window. Like a dare, this doughy beast invites you to take Bob’s Big Donut Challenge. Finish the beast within three minutes, and you’ll get your money back plus a Bob’s Donuts T-shirt and bragging rights, not to mention an inevitable stomachache.

There is a beautiful beach in Lagos, Nigeria. 30 minutes outside of the city limits, reachable by speed boat, this exquisite place is a sight for sore eyes. True, Lagos proper can be daunting, but when you land on this bucolic, ocean-lapped stretch of sand, all the troubles of the city melt away. Populated mostly by Ghanaian fishermen and their families, one notices instantly upon disembarking here that the usual frenzied Naija-style pace is lost on the peaceful, humble denizens from Ghana who have made this little paradise their adopted home.

This chalet-style lodge takes its name from legendary Norwegian skier Stein Eriksen, the 1952 Olympic giant slalom gold medalist and 1954 World Cup champion. When he agreed to help develop this ski-in, ski-out spot in the 1980s, he drew from his experiences at the best ski hotels in Europe, lending the lodge an Alpine feel. Inside, fireplaces, stone walls, and rich wood ceilings complement the mountain surroundings. Guestrooms are equally thought out, with beamed cathedral ceilings, stone fireplaces, and leather furnishings. Select rooms have jetted tubs and heated floors.

Chef Bill Granger started his first restaurant in Darlinghurst at age 24. Since then, his sunny Aussie eatery (most famous for its creamy scrambled eggs, ricotta hotcakes, and crunchy corn fritters) has spread to Surry Hills as well as Honolulu, Seoul, London, and four locations in Japan. The newest Australian outpost of Bills in Bondi Beach is bright and communal, spilling out on to one of the area’s most lively streets. Arrive early to avoid the long queue for weekend brunch, and sample everything from house-cured gravlax to the fried rice bowl with kimchi. Dinner (at the Bondi and Surry Hills locations only) is a more intimate, candle-lit affair, with interesting Aussie-Asian plates like tea-smoked trout salad, fish curry, spicy pork belly, and Japanese-style steak.