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On the beach, over the water, in a shack by the roadside surrounded by trees—Jamaica has some of the most atmospheric and charming bars (and people) in the world. Whether you’re drinking rum, Red Stripe, or wine, belly up to these terrific Jamaican watering holes.

Mexico’s Pacific Coast is where Mexican beach tourism began. Acapulco, Puerto Vallarta, Mazatlán-- the names hark back to bygone eras of mid-Century Hollywood royalty and the Golden Age of Mexican Cinema. The allure of Mexico’s Pacific Coast has not vanished. Old town Mazatlán overlooking the beach, Sayulita surfing and fish tacos, fun-loving Puerto Vallarta, Acapulco in all its cliff-diving glory--these magical places and more await the visitor to Mexico’s Pacific Coast.

The Turks and Caicos Islands are a Caribbean hotspot thanks to gorgeous beaches, excellent snorkeling, and some of the region’s best hotels. Hotels range in mood from desert-island solitude and high-glam celeb digs to luxury resorts, so find your flavor and relax.

St. Kitts may be a small island, but it has a lot to love, from a lively capital city to historic sites to beautiful beaches. Build the perfect visit around these 12 great attractions and activities.

A land of contrasts, Baja California Sur has both lonesome desert landscapes dotted with date palms and deserted missions and the raucously popular beach resort towns of Cabo San Lucas and San Jose del Cabo, collectively known as “Los Cabos.” The variety of things to do is just as striking: whale watching, snorkeling with whale sharks, sailing, and discovering deserted coves and beaches are just a few of the adventures that await you in Baja California Sur.

Whether you want to stay in an overwater bungalow on a turquoise lagoon or a spacious suite on a black-sand beach, you can find the perfect place on Tahiti. Choose from luxury resorts, boutique hotels, family-friendly lodgings, and more.

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.

Young artists stake their claim to the city’s open spaces.

Lanikai Beach is no secret to the locals, or to tourists, as it is consistently ranked among the best beaches in the world, and it’s arguably the best beach on the island of Oahu. Chances are that if you’re visiting Hawaii then you’re probably on vacation which should make it easier to visit Lanikai during the week. This will increase your chances of finding a secluded spot to lounge in privacy. In fact this amazing beach is usually empty during the week (I would recommend avoiding this beach during peak tourist season or on the weekends). There is no parking, no public bathrooms, and no vendors of any kind within proximity to the beach so come prepared. Pack your sunblock, snacks, and drinks and lounge on this secluded, white-sand beach for the day. Enjoy doing nothing at all or read a book. Or you can fall in love like we did!

For dining experiences that range from formal resort restaurants to scruffy beach shacks dishing up conch salad and conch fritters, your Bahamas vacation will offer lots of flavor. Chefs like Jean-Georges Vongerichten and Nobu Matsuhisa have imported their brand of fine dining to the islands, but you can find simpler fare, too, in resort dining rooms and beach bars from Harbour Island to downtown Nassau.

Just a short ferry ride away, St. Kitts’ sister island is perfect for a day trip to climb Nevis Peak, sip a Killer Bee at Sunshine’s Beach Bar, or visit the birthplace of U.S. founding father Alexander Hamilton.

St. Lucia is home to incredible biodiversity, from dense rain forests in the heart of the island to dramatic volcanic landscapes by the sea. When visiting, be sure to explore beyond the beaches to discover lush botanical gardens, tropical forests full of birds, rushing waterfalls, and even a drive-in volcano.

Mexico’s Pacific Coast beach town Puerto Vallarta is all about fun. Not sure what to do while in Puerto Vallarta? We’ve got you covered. Puerto Vallarta has fabulous nightlife, a charming downtown, a long malecón, or boardwalk, great al fresco dining options, and the best sunsets of the West. Visit the beach where the Richard Burton-Ava Gardner flick “Night of the Iguana” was filmed, eat fresh, delicious seafood, and then dance until dawn in one of Puerto Vallarta’s many neon nightclubs.

One month in Jamaica could mean four weeks of endless adventures, from beaches to museums and parties to festivals. Travel from lively Negril to lush Portland via Jamaica’s scenic north coast and fishing villages, before kicking back on the calm black sands of the south. The great thing about spending a whole month in Jamaica is that you have plenty of time to lounge on the beaches and to explore inland, so you get the best of all worlds.

Nantucket is a perennial favorite summer destination, with Atlantic Ocean beaches, picturesque harbors, and iconic lighthouses. Accommodations on the island range from cozy bed-and-breakfast rooms to marina-side cottages to penthouse loft apartments. Water views and beach shuttles are in-demand amenities, and most hotels can arrange boat rides and lobster bakes for a quintessential New England vacation.