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On the North Fork of Long Island, Shinn Estate Farmhouse Inn is tucked away on a peaceful vineyard. Rooms are in the estate’s historic 1880s homestead, and guests get to experience life on the vineyard—and taste the final product in the winery’s tasting rooms. There is also a lovely front porch and gazebo for kicking back with a glass of wine. A cozy wood-burning stove in the reception area is an ideal spot on a chilly day. Breakfast here is a slow and civilized affair, starting with hot coffee and finishing with a full farmhouse hot breakfast from chef David Page, made from farm-fresh ingredients. This is the pastoral North Fork at its best, designed for lazy afternoons, sleeping in, and one too many glasses of wine.

Daingerfield Island is a pleasant spot off George Washington Parkway where visitors can picnic and watch boats and wind surfers float down the Potomac. The name is misleading—the facility is not an island, but rather a peninsula covered with park space and a premiere marina that houses small racing sailboats. Sailing classes are available to children and adults sailing during the summer and experienced sailors can rent boats by the hours. Landlubbers may prefer to rent cruiser bicycles. After building an appetite, grab a bite from Indigo Landing Restaurant or the more casual snack bar while admiring the waterfront.

The resort Montage Kapalua Bay, perched on an ocean-facing cliff on the island’s northwestern shore, impresses right from the start. The experience begins at the entrance, where tranquil koi ponds set the tone for an impressive array of pools and waterfalls at the center of the 24-acre property. From there, 56 palatial, residence-style villas encourage hunkering down—each is equipped with a kitchen with marble countertops and wine refrigerators; deep-soaking tubs and walk-in showers; and washers and dryers—but do venture out. The concierge can arrange for everything from fishing charters to ziplining. Should you prefer a quieter pursuit, the spa offers a range of tranquil services, including a restorative seaweed cocoon treatment performed in an outdoor pavilion.

Located 60 miles from Santa Fe, artist Georgia O’Keeffe’s home and studio in Abiquiu is magnificently available just the way she left it. You can almost channel her ghost. Anybody with appreciation for amazing restoration, architecture, gardening, mid-century modern (Florence Knoll, Alexander Gerard), taxidermy, Japanese aesthetic, and landscape will feel at home instantly. Find a few spots that inspired such oil paintings as My Last Door (1952/54). Good to Know: Tours require advance reservations, so plan accordingly, and very sadly, no cameras are allowed.

Cocktails in Hawaii are likely to evoke tiny umbrellas, wedges of pineapple, and unnatural-colored liquid. Honolulu bar Pint + Jigger takes a different tack, mixing up cocktails like the Smoking Gun margarita, with smoked macadamia nut simple syrup and aged tequila. They also have an extensive whiskey list, nearly two dozen beers on tap, and another 40 in bottle, representing both local microbrews and globally known favorites. The gastropub menu is also a standout, serving many bar food classics like burgers and fish-and-chips made in-house, with suggested cocktail and beer pairings.

Chef/owner Aaron Silverman’s farmhouse restaurant, in the heart of Barracks Row, serves creative (and Michelin-starred) cooking inspired by his travels and culinary training in the American South, Mexico, the Mediterranean, and Southeast Asia. Pork sausage and lychee salad is a menu mainstay; most other dishes are rotated out frequently to make way for “new stuff,” anything from grilled cucumber with coconut and anchovy to jumbo lump crab with squash blossom. Groups of six to 12 can make online reservations, all others should be prepared to wait a while. Line up before the 5 p.m. opening time to snag a seat at the counter facing the open kitchen and wood-burning stove.

Hotel Zelos brims with understated luxury. Rooms are kitted out with on-demand movies and music, in-room spa services upon request, and a complimentary honor bar stocked with organic treats. The hotel’s 4th and Market Street location puts it within walking distance of Union Square, AT&T Park and the Moscone Center. For further distances, guests can borrow free bikes. The hotel’s crowning jewel, though, is Dirty Habit, it’s rooftop restaurant and bar. A favorite among locals as well as tourists, Dirty Habit’s film-noir-inspired dining room offers guests a chance to play the part of old Hollywood glamour while nibbling on seasonally inspired dishes like seared king salmon and sipping inventive craft cocktails (try the Bonzai, a mix of whiskey, orgeat, grapefruit, lemon, and matcha green tea).

La Cocina is a Southwestern gem, taking advantage of warm evenings and local culture to produce a truly Tucson experience. Sip at one of their cocktails—made with house-infused liquor—and enjoy a live concert. While you’re here, grab a bite to eat from a menu that includes a number of international favorites.

A modest, friendly family establishment (serving since 1963) where locals and visitors-in-the-know visit for flavorful James Beard award-winning New Mexican cuisine including carne adovada with warm, marinated roast cubed pork in a brick red chile sauce.

Whether you’re an adventurous popcorn connoisseur or more of a kernel traditionalist, The Popcorn Colonel has a flavor for any craving. Kernel traditionalists will delight in butter, caramel and cheddar flavored popcorn made fresh daily. For the more adventurous popcorn connoisseurs, huckleberry, rocky road and jalapeno cheddar will certainly excite any taste buds. Form the troops and check out the Colonel’s new and innovative flavor of the month; the month of strawberry cheesecake and the previous month of salted caramel were particularly delicious times! Hours: Mon-Friday 10am-6pm, Saturday 10-4pm

Set on the northern shore of Lake Union—a body of water the size of Monaco—this rustic-chic, nautical-themed restaurant offers dazzling views of the Space Needle and downtown skyline. Its menu blends Mediterranean flavors with local bounty: Expect highlights like grilled octopus with taramasalata, charred carrots with cocoa, and a salmon gravlax tartine with za’atar, green apple, and cauliflower labneh. Finish with a rhubarb-pistachio cheesecake or a cheese from Vashon Island’s Kurtwood Farms. For extra Northwest credit, arrive in a kayak or on a stand-up paddleboard, or rent a ride from the Center for Wooden Boats (cwb.org)—then moor near the waterside fire pit!

When it comes to pub crawling in Portland, Deschutes Brewing is a classy stop to regroup and recharge in the Pearl. With more than a dozen taps pouring the usual suspects along with a collection of seasonal and experimental brews made specifically for Northwest tastes, the bar has something for every beer lover. The kitchen serves fresh, sustainable fare, including vegetarian and gluten-friendly options. Try the beer-battered halibut or the smoked brisket. The steamed clams with a side of sweet potato fries will also keep you going until your next destination.

During the harvest season, navel oranges are sorted by machine based on their size. The smallest ones fall into boxes early on the conveyer while the largest ones make it all the way to the end. Orange Patch has some of the best fresh-squeezed orange juice I’ve ever had! Definitely worth a pit stop to pick up some fresh citrus fruits. I love the tangelos, kinnow mandarins and rio red grapefruit best!

Since its dedication in 1959, this Byzantine-Romanesque shrine to the Virgin Mary has welcomed over one million visitors a year, among them Pope John Paul II, Pope Benedict XVI, and Mother Teresa. At more than 77,500 square feet, it is the largest Catholic church in the Western Hemisphere and the eighth-largest church in the world. Walking through the basilica, 70 ornate chapels, oratories, and sacred images like the Our Lady of Guadalupe Chapel flank the sides of the upper church and crypt, and the shrine’s gorgeous ceiling bears one of the largest and most intricate mosaic renderings of Jesus. Named “Christ in Majesty” (some have humorously nicknamed it “The Scary Christ” due to his stern look), it’s made up of over three million tiles.

Only kahuna (priests) and alii nui (chiefs) were eligible to visit the Heiau (temples) at Puukohola. The site was dedicated in 1791 before the kapu (taboo) system that included human sacrifice was dissolved in 1819. Now a National Historic Site, visitors can find stone monuments at the site where Hawaii’s sometimes violent history played out. The temples were destroyed in 1819 with the end of the organized worship of the Hawaiian gods and only platforms remain. The surrounding area was used for farming and settlements.