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IndexG B&B was an art gallery before the owners renovated the second floor into a four-bedroom bed and breakfast. Housed on a sleepier stretch of Gladstone Avenue but close to the action of both the West Queen West and Parkdale neighborhoods, this family-run B&B offers affordable rooms and minimal amenities. Art is displayed throughout the hotel, and it is all available for purchase. With much to do in the area, this is a well-located hub from which to discover the best of Toronto.

Often called one of the world’s most beautiful beaches, Trunk Bay is a crescent of snow-white sand with a small green islet on the north side of the aquamarine lagoon. Part of the Virgin Islands National Park, Trunk Bay is known for its underwater snorkeling trail. Submerged signs along the trail describe the corals, tropical fish and other marine life found within the bay. Visitors can rent snorkeling gear on the beach, and lifeguards are in attendance.

A signature experience in Negril is to go on a two-hour glass-bottom boat snorkel trip, toward the cliffside or to the nearby reef around Booby Cay. Truth be told, snorkeling isn’t a must if you’re not up for it—but floating on a small boat amid deep jade and turquoise waters and being able to see marine life 20 feet or more below through the glass is a memorable experience. If you do want to snorkel, the cliffside has stunning limestone formations and underwater caves, while the reef is filled with all sorts of marine life, from stingrays to barracuda. A glass-bottom boat ride shouldn’t cost you more than US$20 per person. Look out for Famous Vincent‘s boat—the best pick—or approach one you see resting along Seven Mile Beach, across any reputable resort. The boats—including Famous Vincent—occasionally ride along the cliffside resorts in the mornings or afternoons, looking for anyone interested in an impromptu adventure.

Coconut Grove represents old-school Miami. This small pocket of bayfront parks, marinas, shops, and restaurants just south of downtown Miami was one of the city’s first neighborhoods, and people from all over the city are realizing that the Grove is cool again. Recently, independent shops and restaurants have been opening, and young families have started moving in to enjoy the art galleries, green spaces, and pedestrian-friendly streets. Coconut Grove’s waterfront location and historic charm kick off its appeal, but the real winner here is the dining scene. Mouthwatering options include French, Peruvian, Hawaiian, and Mediterranean cuisine, creamy gelato, and more. Come hungry.

Telluride’s literary mecca, this beloved store is stacked with more than 10,000 books at any given time. The expertly curated regional books section is a fount of the Wild West’s writing prowess, with illustrative tomes on the town’s lurid backstory (you’ll want to peruse Tomboy Bride: A Woman’s Personal Account of Life in Mining Camps of the West). When your eyelids get heavy, head to the tiny coffee bar—squirreled away at the back of the shop—for a caffeine jolt to bolster an afternoon of reading.

Dining at one of Negril’s excellent cliffside restaurants is highly recommended, and the gorgeous setting of Ivan’s Bar & Restaurant at Catcha Falling Star makes it a very nice option. The longtime favorite has one of the best views along the coast and serves lobster dinners and classic Jamaican cuisine with a bit of a modern twist. Guests are seated under an open-sided thatched roof or out under the stars at private tables on a patio near the cliff’s edge. Another favorite choice for romantic cliffside dining is the restaurant at Rockhouse Hotel. (If you want more cocktails post-dinner, walk down to LTU Pub and mingle with the locals. Casual eateries and cliff bars along West End Road include 3 Dives and Sips & Bites.)

Sailors place the Grenadines, with its 32 breathtakingly beautiful islands and islets, among the world’s best places for boating. For help getting out on the water, turn to Horizon Yacht Charters, which rents monohulls and catamarans (either bareboat or crewed) out of Blue Lagoon Marina on St. Vincent. Enjoy a multi-day or week-long sail around the Grenadines, or opt for the one-way charter and sail south through the Grenadines all the way to Grenada, where Horizon has another facility.

The 25hours brand is known for its playful take on the hotel experience, and this Zurich establishment follows suit. With an interior concocted by local designer Alfredo Häberli, the space features the usual mix of colorful, offbeat furnishings, slick design, and casual friendliness, as well as the cute touch of Häberli’s personal city tips scrawled on various surfaces.

The rooms and suites are separated into categories of silver, gold, and platinum to reflect the city’s banking-capital status. That’s as corporate as it gets, however, since the interiors are decidedly funky, with bold colors, quirky carpets and artwork, and angular work desks. The hotel also offers a restaurant, living room and business lounge (with iMac workstation and free Wi-Fi), plus an in-house kiosk that stocks everything from necessities (shampoo and toothpaste) to accessories (Freitag bags).

The Southernmost Point buoy, at the corner of Whitehead Street and South Street, marks not only the spot for the southernmost point of the continental United States but also the distance (90 miles) to the next country, Cuba. The buoy, installed by the city in 1983, is visited by thousands of people each day. (Before the buoy, a small sign stood at the spot alongside a line of seashells for purchase.) Taking a photo in front of the buoy is imperative for a first visit to Key West, so bring a tripod, or ask a stranger to snap a few shots. Buskers play music, and street vendors sell food and goofy souvenirs and slash open coconuts to drink.

Gaze at the beautiful floor to ceiling mosaic that pictures the marine life and coral reef in Grand Cayman as you climb the double helix staircase to the top of the 75ft observation tower. Located in Camana Bay, this tower offers 360 degree panoramic views of Seven Mile Beach, George Town, and the North Sound. Not up for the big climb? No worries, there’s a full service elevator available to take you to any floor for observation, including the very top.

Why we love it: A lakeside resort made for family getaways

The Highlights:
- Spacious rooms with balconies for taking in lake views
- A full-service, on-site marina for boat rentals
- A Japanese-style spa with an infrared sauna

The Review:
Imagine you had a wealthy friend with a fabulous lakeside property, and you’ll understand what it feels like to stay at the Lodge of Four Seasons. At the waterfront resort, guests mingle around the lobby bar—which boasts circular seating, live piano music, and carefully crafted cocktails—much like they would in a fancy living room. When it’s nice outside, they hang together at the lakeside pool bar, or stroll down to the on-site marina and get out on the water. Here, it’s all about starting traditions with families and friends, whether over dinner at one of two restaurants or a round of golf on the championship course.

An Ozarks-chic vibe extends across the 358 spacious rooms and suites, which all feature flat-screen TVs, custom embroidered linens, and private furnished balconies with views of the lake or Japanese gardens. Choose from guest rooms in the Main Lodge and Seasons Bay buildings, or opt for a one- or two-bedroom condo with a kitchen in the Avila complex. Settle in, then head to Spa Shiki, where you’ll find eucalyptus-infused steam rooms, an infrared Himalayan salt stone sauna, a salt-purified whirlpool, and a relaxation room with a fireplace for relaxing post treatment.

Head to this jetty near the Golden Gate Yacht Club in the Marina district and simply listen. The Wave Organ, a wave-activated sculpture made of granite and marble culled from the demolished Laurel Hill Cemetery, provides an enchanting experience. As waves roll in and crash against 20 pipes that extend out into the water, the sound is amplified, creating a liquid symphony of gurgles, rumbling, whooshing, and swishing. The balance of high- and low-pitched sounds is both entertaining and strangely profound. A bonus: The views of Alcatraz and the Golden Gate Bridge never get old.

If you research “pretty seaside towns in Greece”, Nafplio often pops up on the search. Located in the eastern Peloponnese, Nafplio boasts narrow, bougainvillea-covered streets, rich-hued neoclassical mansions, wrought-iron balconies and cobblestone and marble streets. It is a popular weekend resort for Athenians due to its waterfront cafes and restaurants, fresh seafood, and pretty boutiques. It is also the perfect base to explore all nearby ancient ruins such as Mycenae, Epidaurus, and Sparta. Sip a cold drink in Syntagma Square, the town center; climb 999 rock steps up the Palamidi Castle for the expansive view; swim in the clear blue waters of the local beaches; and take a sunset stroll along the marina waterfront before dinner.

Set at the end of Duval Street, near Sunset Pier and Mallory Square, Pier House takes advantage of its waterfront address with three tiers of balconies and a pocket-sized stretch of private beach. Its location means guests are within walking distance of all of Old Town’s highlights, from the Clinton Square Market to the Harry S. Truman Little White House. Many come to follow in the footsteps of the mayor of Margaritaville himself, Jimmy Buffet, who played his first gig in town in the hotel’s now infamous Chart Room Bar. Order a rum runner, then head to the heated outdoor pool; though it’s on the small side, it has sweet views to Key West Bight. After an adventure-packed day, the rooms and suites offer low-key comfort, decorated with traditional furniture and local art and overlooking the ocean or tropical gardens and koi ponds. Equally serene is the full-service spa, one of the few on Key West.

The west-facing bay views are reason enough to stay at the Four Seasons Hotel in the center of downtown Seattle. That, and the unbeatable location: across the street from the Seattle Art Museum, and right next door to Pike Place Market. Tasteful minimalist decor; floor-to-ceiling windows that overlook Elliott Bay or neighboring towers; modern, elegant appointments in the rooms (and enormous bathtubs!); and an outdoor infinity pool that exploits the setting—all these touches add up to one of Seattle’s best hotels.