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  • 1028 Estero Blvd, Fort Myers Beach, FL 33931, USA
    With an outdoor patio just steps from the water, this favorite restaurant on Fort Myers Beach pairs drinks and food with dolphin sightings. The menu caters to tourists from up north—abundant during snowbird season—with dishes like lobster rolls, but also includes Florida favorites like grouper and crab cakes. Of course, the cocktails have a universal appeal and are best enjoyed while watching the sun set over the beautiful beach.
  • 5900 Lower Honoapiilani Rd, Lahaina, HI 96761, USA
    When eating at the Sea House Restaurant, it’s hard to decide what is actually better: the view of Molokaʽi across the water, or the Molokaʽi sweet potatoes used in the frittata. Either way, both combine for a memorable breakfast on the island’s northwestern corner. Opened in 1963 when tourists were just discovering Maui, the Sea House restaurant celebrated its 50th anniversary in 2013—thereby making it one of the oldest restaurants in West Maui. Even with the history, fame, and ocean views, it’s one of the island’s most affordable restaurants. Most items on the breakfast menu will cost you $12 or less, and when you’re done with your meal, you can splash in the waters of protected Napili Bay. The Sea House sources many of their ingredients from local Hawaiian farmers (such as the Molokaʽi sweet potatoes), and they also follow traditional fishing calendars when choosing their fish for the menu. This is a great option for beginning the day on the island’s northwestern coastline and is a filling starting point for later adventures toward Honolua Bay and beyond. Or, just relax on the sands of Napili beneath the shade of a rustling palm. After all, there are only three hours between the end of breakfast and the start of the Sea House happy hour—an affordable menu that starts at 2 p.m. and has been voted one of the best on Maui.
  • Guanacaste Province, Tamarindo, Costa Rica
    While Tamarindo in Costa Rica is no longer a sleepy beach town known only to a lucky few, we can still settle ourselves onto the sand and feel like we have the vast skyline to ourselves. Staying in Playa Langosta, the beach just south of Tamarindo, provides a welcoming relief from clusters of tourists while keeping us close enough for sunsets like this! Extra bonus: Have a friend or loved one in one hand and a cocktail in the other.
  • 3600 Sansom St, Philadelphia, PA 19104, USA
    Set across from the University of Pennsylvania, the Inn at Penn holds its own against the new Center City crop and is one of the most technologically advanced hotels in Hilton’s portfolio. Built in 1999, the hotel was renovated top-to-bottom in 2011, solidifying a stuffy-enough Ivy League air. Above an efficient wood-paneled check-in, a double-fireplace library lined with classic tomes creates a sophisticated lobby-cum-cocktail lounge. A Frank Lloyd Wright–inspired aesthetic is pervasive with geometric lamps, wood-paneled walls, Craftsman wood furnishings, and the hotel’s riff on the architect’s iconic font on all signage. The Inn is teched out with free, fast Wi-Fi; TeleAdapt MediaHubs connecting phones, tablets, or computers directly to high-def TVs; and iPads accessing hotel services and information in multiple languages. The Inn’s environmental stance is also impressive: fabrics, wall coverings, and bathroom tile are made from recycled materials; energy-efficient lighting, heating, and cooling is state-of-the-art, and WaterSense showerheads ensure no water is wasted.

    The 245 guestrooms and suites are classy, efficient, and relatively spacious, though it’s worth upgrading to a suite for a separate sitting area. Gold, leather, and wood hues are complimented by pops of red and orange with large work desks. Thanks to the 2001 renovation, the bathrooms are big, have glass-encased showers, and are stocked with Crabtree & Evelyn amenities.
  • Carretera Federal Libre Chetumal- Puerto Juárez Km. 283.5 Ejido Sur, 77712 Playa del Carmen, Q.R., Mexico
    Thousands of years ago, the entire Yucatán Peninsula was under water, as evidenced by its massive network of rivers that flow beneath the region’s limestone surface. No place better presents the area’s captivating caverns and underground water systems than majestic Río Secreto, a nature park just south of Playa del Carmen that offers adventurous travelers wide-ranging cave tours. Extending for miles, its river system wasn’t discovered until 2006, when a local man accidentally stumbled across an entrance while chasing an iguana through the jungle. When you go, guides lead you through a maze of stalactites and stalagmites that ends with a swim in subterranean waterways that vary based on the path you choose.
  • Punta Cana 23000, Dominican Republic
    This three-mile stretch of white sand is the only public beach at the gated Puntacana Resort & Club. Even so, non-guests can only reach the beach after dining at the resort’s oceanfront Playa Blanca Restaurant. It’s worth it, though, as the calm turquoise water is ideal for swimming, kayaking, and catamaran sailing. A mesh barrier keeps seaweed out of the swimming and beach areas, ensuring pristine water and sand as far as the eye can see.
  • Rue de la Commune Ouest
    Bota Bota began its life on the water as a ferryboat. Then called the Arthur Cardin, it sailed between the cities of Sorel and Berthier, just east of Montreal, back in the 1950s. Many years later, someone had the idea to transform this mothballed boat, docked in the old port of Montreal, into a floating spa. Mission accomplished. With its 25,000 square feet, 21 treatment rooms, 6 terraces, and 40 different types of services, the Bota Bota makes a pretty grand spa, if you ask me. What’s even greater about the spa is the location. Docked in the old port with stunning views of downtown and Old Montreal, the Bota Bota offers its passengers (not customers!) the healing benefits of a spa while they are lulled by the natural movements of the St Lawrence River.
  • 22752 Pacific Coast Hwy, Malibu, CA 90265
    The Japanese-inspired Nobu Ryokan Malibu, located on the ocean just north of Los Angeles, sets the tone with its smooth teak exterior. An entrance gate leads to a garden where water flows over honey-colored rocks into a pond, and palm trees shade stone paths lined with black Japanese grass. In the 16 guest rooms, there are no exposed nails or screws, just smooth surfaces of teak and Jerusalem limestone and linen. The art on the walls is original—a watercolor of sparrows in muted tones, a panel of delicately carved black lacquer depicting waves and leaves. The furniture is oak, all right angles and brass fittings, and the bedside lamps look like lanterns. The bathrooms feature skylights, rain showers, and deep teak soaking tubs.

    Hotel guests get first dibs on reservations at Nobu restaurant, just two doors down. If that seems too far away, you can get Nobu food delivered to your room: think scallop tiradito, salmon sashimi, and smoked duck with cherry and hibiscus. Another highlight of a stay here are the well being experiences, including yoga with partner studio ALO and an affiliation with Malibu Fit Concierge that offers private fitness classes and guided hikes.

    Nobu has partnered with Surf Air to transport guests from various cities in California and Texas. Surf Air flies small planes out of regional airports (if you’re coming from the Bay Area, for example, it’s a 90-minute ride). A car in L.A. takes you on the 40 minute ride north on the scenic Pacific Coast Highway.
  • The hike up the Mayfield River to the waterfall nicknamed the Washing Machine requires walking in the river itself at times, and at one point, swimming through a tunnel. Along the way, you’ll be surrounded by lush fern trees and bamboo. You’ll need water shoes, a swimsuit, and a sense of adventure to take part in this, one of the best ways to see Jamaica‘s verdant interior. The trailhed is an hour’s drive from from Negril, and you’ll find lockers and a small restaurant there. Guides are always on hand to show you the way—you won’t make it without them, they know all the right places to place your foot. (Be generous with your tips—they may be having a great time, but this is their job.) The reward at the end of your hike? Two waterfalls. Swim underneath and feel the refreshing force of nature.
  • 1913-J S Kihei Rd, Kihei, HI 96753, USA
    With its thatched roof, bamboo bar, and surfboard decor, this beloved watering hole—often voted Maui’s best bar by locals—checks all the tiki boxes. Head here for live music, lanai seating, and late-night dancing, plus fun and fruity rum cocktails like mai tais, zombies, daiquiris, and piña coladas. Beyond its drinks, South Shore Tiki Lounge was recognized by the state of Hawaii as an outstanding business for its regular fund-raising efforts, which benefit local organizations like the Keiki Cupboard, Hawaii Wildlife Fund, Maui Humane Society, and Hawaii Animal Rescue Foundation. All that to say, you can feel good coming here to wash down a massive chili-cheese hot dog with a lychee-watermelon martini.
  • Loch Ness, United Kingdom
    Good luck if you’ve come here to witness the eponymous monster—though, given the dark, brooding waters of Loch Ness, seemingly anything is possible. At the very least, you’re bound to enjoy some beautiful scenery, from verdant shores to snowcapped peaks. One of the best ways to experience the loch is by boat tour, several of which leave daily from the Loch Ness Centre & Exhibition in Inverness. Alternatively, you can drive up the A82 highway along the lake’s western shore, stopping at such spots as Castle Urquhart, a romantic stone ruin that’s some 1,000 years old.

    Fancy trying to get a gander at the Loch Ness Monster? There’s only one way and that is on a boat trip out onto the deep and foreboding waters of Loch Ness. “Nessie” has certainly defied many a scientific attempt at location. The earliest mention of the serpentine beast with a snakelike head dates back to Adomnán’s account of the life of St. Columba, completed in the late 7th century. Cruises leave from just south of Inverness and feature interpretive guides who can tell much more than monster stories.
  • Punta Cana 23000, Dominican Republic
    Named for a Dominican-style fishing boat, this open-air restaurant and bar in Punta Cana’s elegant Marina Estates sits on a wooden deck built over the water. Whether you’re seated under the thatched palm roof or the open sky, you’ll have perfect views of the marina as you dine on fresh seafood like grouper ceviche and grilled Caribbean lobster. Also available are Mediterranean-inspired dishes such as caprese salad, spaghetti with pesto, and glazed lamb shank, as well as an extensive list of international wines.
  • Zona Hotelera, 77500 Cancún, Q.R., Mexico
    This extensive white-sand beach is the one Cancún locals love the most, and it’s still largely unknown to tourists. Bisected by a lengthy pier, Playa Langosta has calm, shallow, crystal-clear waters like most other beaches on the Cancún Hotel Zone’s northern side, making it an ideal escape for families with small kids as well as those who just want to lounge beside the sea. Restrooms and a playground are on-site, but beach chairs are not always available for rent, so consider bringing your own.
  • Princess Drive, Grace Bay, Providenciales TKCA 1ZZ, Turks and Caicos Islands
    Named after the reef it overlooks, the Alexandra Resort, located about halfway down Provo’s famed beauty, Grace Bay Beach, is a great spot for families or couples. Rooms are in groups of four-story buildings circling a lagoon-style swimming pool. There is also 600 feet of pink-sand beach in front of the hotel leading directly into the emerald waters of the South Atlantic. Beyond its mid-range accommodations and excellent location, the Alexandra recently debuted a new restaurant, Asu, which has a fantastic location right on the beach and does a barefoot al fresco dinner -- book for sunset and then after the sky blackens lantern baskets provide a romantic glow.
  • 6747 Crandon Blvd, Key Biscayne, FL 33149, USA
    Crandon Park’s beautiful two-mile beach on Key Biscayne is known for its pristine sand and calm waters, as well as its mangroves, coastal dunes, and sea grass beds. There’s also an amusement center as well as a nature center where you can see exotic plants and rare fish and animals, and best of all for families, Crandon’s famous offshore sandbar protects swimmers from crashing surf. Sunseekers can rent cabanas at the south end of the beach.