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  • La Isla de Guilligan (Gilligan’s Island, though not the one from the television show) is a popular hangout for Puerto Rican locals. I myself am only home for several weeks a year and I still go once or twice every year. The island is sometimes isolated and sometimes crowded. It boasts snorkeling (I’ve spotted many anemones, fish, crabs, starfish, and barracudas), calm water perfect for floating and swimming, and several trees from which you can jump into the water. It’s off the coast of Guanica, and there are two ways to get there. Either take a ferry (call 787-821-5706 for more information) or rent a kayak from Mary Lee’s by the Sea. If you choose to do the latter, you might want to take your kayak to Isla Ballena (see my highlight “Kayaking and Snorkeling and Hoping for Whales”). This tends to be a day trip, so I suggest you have some food. You can either pack up your own or, if you take the ferry, place an order before embarking and tell them when you’d like to have it delivered. There are picnic pavilions that you can claim if it’s a calm day or you get there early.
  • Crocus Hill 2640, Anguilla
    Many Caribbean islands (Anguilla included) are made primarily of limestone. Over many thousands of years, caves often form in this type of rock speckling the islands with tons of little caves to explore. On Anguilla there are plenty to explore, but the hike to the Iguana Cave is particularly pleasant. It starts on the quiet and isolated sands of Katouche Bay Beach just past the Masara Resort. It’s pretty much due West of the capital of The Valley and very easy to find. The only awkward part is the very steep road that descends the last mile toward the shore. There you should find a gap in the sea grape trees. Staying on this path will take you past a salt pond, through a forest crawling with hermit crabs, up an old stone staircase, through a grove of cactus, past the occasional red-footed tortoise, and finally to the cave. Going at an easy pace, the hike clocks in at around 45 minutes up and 45 minutes back. For the most part, it’s pleasant and I highly recommend it as a way to break up a bounty of beautiful beach days.
  • 78-6740 Alii Dr, Kailua-Kona, HI 96740, USA
    One of the more relaxing evenings away from home was spent at the Outrigger Hotel in Kailua-Kona on the Big Island of Hawaii. I checked in with no problems and was even upgraded to a partial ocean view room! I had enough time to mosey on through town to grab some dinner and watch the sun sink to the ocean (complete with a green flash). The hotel was comfortable and situated next to a beach filled with a all sorts of fish and sea turtles. Snorkeling at Kahaluu Bay Beach Park, right next door to the hotel in the morning was one of the best snorkeling experiences I have had in Hawaii. The water was clear and the marine life was over-abundant! Sitting at the beach bar in the evening with live music and the sound of the surf was enough to relax the body and soothe the soul for a great night of sleep! If you are local, make sure to book their Kamaaina rate. **Unfortunately, the Keauhou property has closed. However, the Outrigger has several other properties on the Big Island.
  • 75-5744 Alii Dr #21, Kailua-Kona, HI 96740, USA
    For a reasonably priced Island eatery, Kona Canoe Club has pupus (appetizers), salads, sandwiches, burgers, fish & chips, and several local entrees. The location is phenomenal for sunset and every dish is served with aloha!
  • Pā'ea, French Polynesia
    If you need to hone your surfing skills, no worries, Tahiti has some fabulous beginner breaks plus warm water! Tura’i Mataare Surf School offers private and small group surf lessons to anyone over the age of 5-years. The 3 hour and 30 minute lesson aims to help you master the basic techniques before you venture to multiple surfing spots along the western coast of the island. The company picks up from all the hotels, and rates include transport. If you already know what you’re doing and just want to ride the best waves for when you’re visiting Moana Surf Tours in Punaauia can provide guides or put together any combination of surfing, lodging and boat.
  • 5 Avenue du Pigonnet, 13090 Aix-en-Provence, France
    Tucked away in a quiet pocket of Aix-en-Provence, Hôtel Le Pigonnet seems too good to be true, from its four acres of flowering gardens and statue-lined swimming pool to its outdoor restaurant under the chestnut trees and cozy bar with live music. In fact, the hotel, which is housed in a former 18th-century Provençal manor, is so lovely that Cézanne used to wander the grounds, painting the distant Ste-Victoire mountain from various angles. Currently owned by French actor Christophe Lambert, Le Pigonnet is a deserving member of Small Luxury Hotels of the World, with 45 romantic rooms and service that accounts for every detail. Stay here for just one night and you’ll understand why it’s attracted the likes of Princess Caroline and Clint Eastwood.
  • Cra. 5 ##35-81, Cartagena, Bolívar, Colombia
    Behind a discreet blue door in Cartagena’s walled historic zone, La Passion maintains its low-key ambiance with just eight rooms and a maximum of 16 guests. The distinctly decorated 19th-century building was designed by French film producer and theater designer Thierry Forte, who owns the property with his Colombian wife, and balances original elements like black-and-white-tile flooring with such antiques as brass gramophones and heavy wooden chests. Brightly painted accent walls, abstract art, and colorful decorative objects keep things from feeling too fusty, as does an indoor garden of tropical flowers, vines, and trees that soars through an interior courtyard. Best of all, the standout rooftop pool and restaurant are typically uncrowded, making the surrounding panoramic city views all the more stunning.
  • 1 Chome-3-18 Chūōchō, Meguro-ku, Tōkyō-to 152-0001, Japan
    Tokyo’s first design hotel, Claska is a fitting choice for creative types. Not only is it located on a street known for its second-hand furniture stores, its 20 individually decorated rooms—all masterminded by architect Tei Shuwa, who also designs furniture and home appliances—fall into four categories: midcentury-style Modern, traditional Tatami, minimalist Contemporary, and Story, which feature ever-evolving aesthetics carried out in collaboration with Japanese artists and designers. French-influenced dishes take centerstage in the ground-floor restaurant, and the hotel has a shop for Japanese artisanal home products and a gallery with monthly exhibits, as well as a dog-grooming salon and a fleet of custom Tokyo bikes for exploring the cafés of the nearby Nakameguro neighborhood.
  • Orrego Luco 023, Providencia, Región Metropolitana, Chile
    Le Rêve rises up like a dollhouse from a street lined with bars and restaurants in the leafy neighborhood of Providencia. Completely renovated in 2011, this pretty boutique hotel works on a B&B basis, the idea being that guests make the most of the surrounding eateries. However, tea, coffee, and snacks are always available, and there is an open kitchen so guests can poke their head in the fridge when peckish. This gives the hotel a unique, homey feel.

    Behind the white shuttered windows, communal areas include a lounge area with an honesty bar and a library stocked with international books. The dollhouse feel continues inside with details such as an elegant green velvet sofa, blue and white ceramics, and waitresses dressed in French maid outfits. Rooms are equipped with wireless Internet access.
  • 75001 Paris, France
    Stand on the the quais beneath the Pont Neuf bridge—the city’s oldest crossing of the Seine—and look up. Staring down at you are mascarons, stone faces that resemble gargoyles, but without bodies. No two of these grotesque visages are the same. Enjoy their individuality as you ponder the decades it took to build this stone structure: begun in 1578 by Henri III and inaugurated by Henri IV in 1607. From 1588 to 1599, construction was interrupted by the French Wars of Religion, which lasted 36 years. Then head up the stairs to walk across its two spans, which connect the Ile de la Cité to the Right and Left banks. Great views of the Louvre can be had from the longer, seven-arch span that stretches to the Right Bank.
  • 'Uturoa, French Polynesia
    Uturoa’s local town market, which opens at sunrise daily (but only stays open for a few hours on Sundays), offers a selection of hand-crafted souvenirs and pareus on its upper level as well as a vast selection of Raiatea’s freshest seafood and produce—which make for curiously colorful photo ops—on the main level. It really bustles on Wednesdays and Fridays.

  • 158, Calle Flamboyan, Vieques, 00765, Puerto Rico
    Designed by Fuster + Architects, an award winning firm located in San Juan, Puerto Rico, El Blok takes its visual cues from the surrounding light, land and sea. In addition to being a playful structure, it is highly functional and built to withstand storms and hurricanes (a big plus anywhere in the caribbean!). It is located at the beach, at the start of Esperanza’s sleepy malecon, with its low-key seaside huddle of restaurants, bars, and stores, most of them back open after hurricane Maria’s devastating sweep of the island.

    I loved my room, one of the spacious corner suites. The way the space captured the light was uncanny, every time I got back to my room, a new play of light beams and shadows was waiting for me. The restaurant downstairs serves up amazing food, hands down the best I had on island. Executive Chef, Carlos Perez. brings to the table a delicious, fresh take on Puerto Rican cuisine, centered around their bayahonda mesquite fired grill and Rotisol rotisserie. Just don’t expect much of a breakfast at the hotel. I took a short walk each morning to some cafés nearby, to grab a coffee and omelet. El Blok’s rooftop bar was ‘the’ place to hang in the evenings with locals and travelers alike, while listening to amazing music. When we were there, the duo Más Que Dos was playing and it made for an all around perfect sunset.

    El Blok currently has 22 rooms and is adding another 11, slated to open in summer 2019. We were warned about construction noise between 8am and 2pm, but I can honestly say it didn’t interfere at all with my stay. It’s of course when you’re supposed to be out and about anyways, exploring the island!

    Rates start at $140 per night plus tax.

    A heartfelt thank you to Discover Puerto Rico (@DiscoverPuertoRico) for 3 days in beautiful Vieques and a fun stop-over in San Juan, Puerto Rico.
  • All I could say to myself at the Hotel Christopher was: “I don’t ever want to leave this place.” It was just before the Christmas invasion of celebs and sycophants to the tiny island of Saint Barthélemy or St. Barths. For a confirmed curmudgeon, even I was surprised by my response: I loved every moment at the Zen-like Christopher. Between the infinity pool overlooking the Atlantic and our oceanfront room, where we listened endlessly to the breaking waves and enjoyed daily views of the setting sun, nirvana was never far. Pool boys and girls, servers and greeters, all accessorized in Hermés orange, created an atmosphere of sophisticated yet relaxed luxury. One afternoon, with a glass of the hotel’s signature ice tea in hand, I overheard a fellow guest whisper into her phone, no doubt in response to, “What’s the hotel like?” “Dynamic and tranquil,” she responded. Indeed, since the hotel is located just 15 minutes by car from the island’s capital, Gustavia, we had no problem to-ing and fro-ing “downtown” -- whether to catch a bite, do some shopping, or just people (and yacht) watch. The picture-perfect beaches of Saline and Gouverneur are an even shorter drive from the hotel. But back to the Christopher -- which is what my husband and I said to each other every few hours. Frankly, if we hadn’t gotten married two years ago, we would have done it there. As it was, we were celebrating our anniversary; curmudgeon or not, I can’t imagine a more perfect spot.

    Thanks to renovations following Hurricane Irma, the Christopher now features several large villas as well as a newly designed restaurant.
  • Pelion, Zagora 370 01, Greece
    Coasteering is the latest craze in Greece‘s adventure tourism, and it’s especially popular on the Pelion Peninsula. Coasteering refers to navigating the coastline by climbing, rock scrambling, and swimming. It’s definitely for the braver, more physically fit individuals, but the unique views experienced of the wild and rugged Pelion coast is definitely worth it. Even if you end up just exploring the Pelion coast, you’ll be surprised to see it’s an awful lot like being in the Greek Islands.
  • Ioannina, Greece
    Most people come to the tiny town of Ioannina to cruise Lake Pamvotida -- the town’s most popular landmark. You’ll find yourself on a small island in the middle of a beautiful fjord, where the water is smooth as glass and your surroundings are spectacular. Ioannina itself is an intellectual city, known particularly for its university. Several famous poets and novelists call this place home, and the city often runs several arts-related events year round.