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A Disney-fied take on an African safari experience, the Animal Kingdom Lodge feels like a trip around the world. The thatched-roof main building follows the theme in the grand lobby, where a mud fireplace meets soaring wood columns. Guest rooms are outfitted with carved-wood furniture and private balconies; some have bunk beds perfect for families, but the savannah-view rooms are worth the splurge for the chance to see zebras and giraffes up close as you sip your morning coffee. You have your choice of watering holes: the 10,000-square-foot Uzima pool has a waterslide, wading area, and two hot tubs, while the Samawati Springs pool, though half the size, has an even bigger waterslide and adjoining playground. Dining options are appropriately over-the-top. At Boma, the market-style buffet features carving stations and flavors from 50 African nations; Jiko pairs a Mediterranean-inspired menu and sub-Saharan flavors with South African wines. Cultural representatives from countries including Botswana, Namibia, and Kenya lead free tours of the resort, pointing out details of the continent’s art, cuisine, and natural history in its design. But nothing is as far-flung as it seems—the Lodge and villas are connected to the rest of Walt Disney World and the Orlando Airport by complimentary bus transportation.

Still run by the descendants of its founder, Malcolm Mackay, this 114-year-old family-owned working cattle ranch in Roscoe, Montana, has been hosting guests—Roy Rogers and Robert Redford among them—since the 1980s. Lazy E-L Ranch is often booked a year in advance due to a capacity of just 14 guests who stay in three period cabins furnished with Western art, family pictures, and Navajo rugs. Instead of a formulaic schedule of staged chuckwagons, cowboy sing-alongs, roping practice, and nose-to-tail trail rides, guests have the option of a more authentic experience, joining ranch staff as they manage stock on 12,000 acres roamed by moose, deer, and bald eagles. The main draw here is integrating into ranch life, feeding chickens and horses, cleaning barns, and helping prepare family meals (though chores are optional). There are no guest cattle drives, but experienced riders can occasionally join or observe Lazy E-L professional cowboys moving 2,000 head of cattle. For guests preferring play to work, there’s horseback riding and hiking across pristine alpine pasture and barren plateaus; non-horse people can mountain bike down the terrifying Beartooth Highway, play soccer, baseball, and croquet, fish a private six-mile section of the West Rose Bud River, or raft the Class IV Stillwater River.

There certainly are other ways to while away a summer day in Greater Portland, but you’d be hard-pressed to find a better experience than island-hopping aboard a Casco Bay Lines ferry. Sure, you can simply ride out to an island for a look-about and return, or enjoy a sunrise, sunset, or moonlight cruise. But for a real immersion, consider the Mailboat Run. You’ll be among islanders, visitors, pets, and freight to-ing and fro-ing between Little Diamond, Great Diamond, Long, Cliff, and Chebeague islands. The 2½-to-3½-hour working cruise is offered twice daily year-round; bring your own picnic lunch on the morning run or snacks for the afternoon one.

Get a small-town experience just a short ferry ride or an easy drive from San Francisco in Sausalito. The town is known for its seaside charm, but there are a few not-to-miss things to do while you’re there.

1. Grab lunch at one of the many restaurants and cafés with views of the San Francisco skyline.

2. Walk along Bridgeway, Sausalito’s main drag, and browse the numerous souvenir shops, boutiques, and art galleries.

3. Sausalito’s houseboat community showcases anything from renovated architectural gems to repurposed barges to vessels that need some serious TLC. These are private homes, so be respectful when wandering around. Liberty Dock and Issaquah Dock are good places to start.

4. The Bay Model Visitor Center, run by the U.S. Army Corps of Engineers, is an acre-and-a-half scale reconstruction of the Bay Area’s waterways. From an observation platform, watch tides ebb and flow every 15 minutes, and marvel at just how big the bay really is.

5. Kayak or stand-up paddleboard. Near the Bay Model, Sea Trek offers several types of classes for both, catering to all skill levels.

6. Stock up on dinnerwear made in Sausalito at Heath Ceramics. Among the houseboats and artist studios is the original 1959 factory, where the clay is made, and the plates, bowls and cups are shaped and glazed. There is also tour each Friday, and weekend tours Saturday and Sunday. The factory is slightly north of downtown.

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).

On a tree-studded peninsula between Monaco and Nice, this whitewashed luxury boutique hotel features 28 rooms and suites with a serenely chic vibe (think crisp white linens and richly patterned textiles, contemporary art and modern streamlined furnishings). A third of the units reside in the hotel’s main building, a mansion that dates back to 1889 but was fully restored and updated in 2003, and three additional rooms designed to resemble ship cabins are built into a wall with direct views onto the sea; the rest of the accommodations are housed in a quiet Italianate structure and a separate edifice at the edge of the property. Cap Estel’s Michelin-starred restaurant highlights seasonal ingredients, many of which are sourced from the on-site gardens. Guests who come to disconnect from the jet-set scene can relax in the hammam or waterside sauna, or with a massage and dip in the saltwater pool, though many guests would just as soon head straight into the azure waves of the Mediterranean, accessed through the hotel’s private beach.

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.

Opened in 1890 as an unofficial state guesthouse, the country’s first Western-style property built for the aristocracy to welcome an increasing number of foreigners, the Imperial Hotel has had a momentous history. Ravaged by a fire in 1922, it was rebuilt in 1923 by Frank Lloyd Wright in Maya-Revival style, though it fell into disrepair over the decades and was demolished in 1967. The blocky current version comprises a main building and a tower that together house 931 rooms, but the interiors stick to the property’s past with leather headboards and velvet-covered furnishings. The hotel boasts the largest executive center in Japan, but more leisurely activities await in the 20th-floor swimming pool and sauna, in the fully equipped music room (complete with Steinway piano), and in 11 restaurants that range from upscale French and traditional Japanese cuisines to snack-worthy sushi and confections.

Suppose I told you there was a small, remarkably idyllic and fairly unpopulated island in the Caribbean just a short distance from the mainland United States, an island so immaculate, plans were in the works to make it a National Wildlife Refuge, an island with a beach rated one of the best beaches in the world, an island where you could basically do whatever you wanted along its iridescent shores with little chance of being interrupted by prying eyes.... What’s the first thing you’d do? Well, if you were the U.S. military back in 1901 and the destination in question was the island of Culebra, you’d blow it all to hell! For nearly 75 years, bombs pounded Flamenco Beach on Culebra, la “Última Virgen,” while the U.S. military used it for target practice. Protests drove the Navy away, but some relics remain on the once pristine sands as a reminder of how never to treat one of the best strips of beach in the world. During the weekends, Flamenco Beach can get fairly crowded with “mainland” Puerto Ricans taking the ferry over for a day in the sun, so I recommend you make time during the week for a more secluded experience. There are vendors nearby, but not too near, to make your stay a pleasant one with local cuisine and plenty of ice-cold beer.

Among the original guests to pop in at Dr. Thomas Bond’s 1769 Georgian home on South Second Street was none other than Benjamin Franklin. Together the duo chartered Pennsylvania Hospital, the first public hospital in America, and Bond was an influential figure in Philadelphia throughout the Revolutionary War into the first turbulent decades following the founding of the country. Today, the four-story red-brick home within Independence National Historical Park has been meticulously restored, offering history buffs a taste of Philadelphia at the dawn of America. Original architectural details restored to their full 18th-century splendor include the modillion cornice at the roofline, the parlor’s Rumford fireplace, and the grand staircase connecting the third and fourth floors that was subsequently copied in other prominent buildings around town, including the still-standing City Tavern.

Each guestroom has been furnished with Federalist-style reproductions, with a few antiques sprinkled around. Ten rooms offer queen beds, with the two original bedrooms nearest the first floor adding small sitting areas with working fireplaces.

When traveling to Miami, it’s important to get a taste of the Cuban culture that started this community decades ago. To immerse yourself in Latin music and Cuban tradition, head to Hoy Como Ayer, a high-end Cuban nightclub in Little Havana. The wood-paneled walls are adorned with portraits of music icons like Celia Cruz and Benny More, stained glass and picturesque old Cuban ads. On any given night you might see one of the best musicians and acts in the Latin Music scene. The most popular event Spam Allstars on Thursdays, where you’ll see the house band perform Latin-fusion music on a small stage at the front of the bar. You might even see a Latin celebrity or two hiding in the corners.

For a taste of the good life, head to South Beach, known for its Art Deco hotels lining Ocean Drive and Collins Avenue, glittering nightlife, and see-and-be-seen vibe. The long stretch of beach, starting with the pier at the top of historic Washington Avenue, is a great place to take in the Miami of postcards and enjoy the sunset over the cityscape. This is where you’ll find some of Miami’s best shopping, top-tier nightlife, and award-winning restaurants, not to mention great people-watching and luxury-car spotting.

At 4,235 acres, Mission Bay Park is the largest man-made aquatic park in the U.S. Here, water-sports enthusiasts can enjoy everything from kayaking, windsurfing, and wakeboarding to snorkeling, scuba diving, and fishing, while landlubbers can take advantage of several trails and grassy areas. For equipment rentals, head to the Mission Bay Aquatic Center, located right on the bay.