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Tippy’s Restaurant is the place to be on the north end of Eleuthera. Located on the beach, the restaurant features amazing views and a cool, laid back atmosphere. The food is excellent and is a nice mix of seafood and American cuisine. On the weekends Tippy’s is almost always packed with people, many of whom are there to listen to the live music and to enjoy a fun evening out.

Does this setting look familiar? Picturesque Whitehaven Beach on Whitsunday Island has stood in more than once for the perfect island paradise. The sand here is dazzlingly white, thanks to a high percentage of silica crystals. Explore the region on one of many possibly day excursions arranged through qualia. Walk along the more than four miles of stunning beach, snorkel in the pristine waters directly off the beach or enjoy a scenic helicopter flight soaring high above the islands.

When traveling with family or friends in Turks and Caicos, a private villa rental often works out to be cheaper than sleeping in a hotel. Staying in a private villa also offers more privacy and flexibility when it comes to meals and experiences. From bare-bones to full-service with butler, maid, and chef, villa rentals in Turks and Caicos cover all budgets.

Located on the southern tip of Mexico’s Baja California Peninsula, Los Cabos (made up of San José del Cabo and Cabo San Lucas) is the ideal beach getaway. Here, a variety of accommodations—from boutique hotels with palapas on the sand to luxury resorts with infinity pools, golf courses, and even butler service—await, all with breathtaking views of surf and sunset.

Artists and poets like Paul Gauguin and Jacques Brel chose to live in the volcanic islands of French Polynesia for more than the turquoise waters, white sand beaches, coral atolls, and dramatic, green carpeted hills, you know. The fresh ingredients available in the Windward Islands—both the fruits and vegetables growing in the fertile black soil and the abundant seafood and fish in the surrounding Pacific—coupled with the culinary genius of the French colonists make this a paradise for food-lovers, too.

Many rivers to cross, and beaches to check out, and swimming holes to test: Jamaica offers visitors a busy schedule of taking it easy. When the most difficult hike on your itinerary ends at a rain forest waterfall, you know you’ve come to the right island.

If all you really want to do on your Bahamian visit is relax on the beach, this is the spot for you. A short ride from downtown Nassau (every taxi driver knows where it is), it has everything necessary for a fun morning or afternoon in the sun: a stretch of powdery white sand, calm waters that are perfect for swimming and surrounding resorts where you can stop in to get a bite, order drinks and rent water-sports equipment.

I favor several hotel brands in certain parts of the world. It’s The Ritz-Carlton, Sarasota for a Florida beach location perfect for family fun and here’s why: The airport is a short ride from The Ritz-Carlton, Sarasota and serviced by several carriers. The hotel will pick you up by prior arrangement (fee) making it even easier for you. The hotel’s Jack Dusty restaurant offers a beautiful breakfast but dinner is even more special with a seafood-focused menu that is creative and done right. Nearby, the upscale-casual Shore on St. Armands Circle is great too. A free shuttle to this appealing area famous for shopping and dining is provided by the hotel. The Ritz-Carlton, Sarasota has a Ritz Kids (club) to keep the littles engaged. Or hop on the free scheduled shuttle to the Beach Club to enjoy a day at the kid-friendly pool or under an umbrella at the beach. Enough sun? Visit the inspirational Marie Selby Botanical Gardens, or see the Ringling Museum’s depiction of a circus and encampment via thousands of handmade figures created by one man over 50 years, or tour the Ringling mansion Ca’d’Zan to see a gilded slice of life. Parents should relax. Rooms redone in soothing ocean tones, an inviting lobby, a sleek Club Lounge, and sparkling event spaces invite you to slow down. Swim in the pool or paddle a SUP or kayak on the bay. The Spa has created a package of several treatments to relax you, so take advantage of it. For family fun, walk the Downtown Farmers’ Market. Don’t miss fresh-squeezed orange-strawberry juice from Jordan’s Farm. For lunch, try the locals’ favorite, Nancy’s Bar-B-Q, to get down with some of the best barbecue ever. Sun, beach, and making fun family memories, it’s all here in Sarasota.

From trinkets and tchotchkes to silver jewelry, high-quality hand blown glass, and the pottery of your dreams, the shops on the Baja Peninsula can cover your every spending whim. There are plenty of clothing shops too, if you forgot to pack enough bathing suits or some beach-to-dinner-perfect flip-flops. Between San José del Cabo and Cabo San Lucas, you can shop an art gallery or 12, open air markets, and shopping malls.

Southern California’s surf-centric city offers beautiful beaches and big-city attractions, from seriously good restaurants, breweries, and boutiques to several top hotels. Historic properties in Old Town, the Gaslamp Quarter, and Coronado continue to offer lodging in the grand style, with proximity to everything classically San Diego, while coastal options feature beachfront cottages, tiki themes, and the sound of the breeze from your bed.

A miniature volcanic archipelago made up of seven idyllic islands, only two of which are inhabited, Îles des Saintes (commonly known as Les Saintes) is one of Guadeloupe’s crown jewels. This reef-hugged set of isles offers French sophistication mixed with a funky, laid-back Caribbean lifestyle. Take a day-trip via daily ferry to Terre-de-Haut, the archipelago’s main island, and enjoy the white-sand beaches, sailing, and snorkeling in the bay or head up to Fort Napoleon on foot or by rental scooter for panoramic views. Make sure to dine at one of the French and Creole bistros along the water, and to try a local tourment d’amour—a crusty-edged, soft-centered tart flavored with guava, pineapple, or coconut.

This Hawkesbury river boathouse looks like it’s come straight from a shoot with Vogue. Elegant and casual, fun and cheery, it’s worth taking a day trip to Palm Beach for. Red-and-white awnings hang over charcoal-painted tables where the white umbrellas don’t reach. Tin pots of orchids and tulips sit on stools. It’s lazy, albeit very busy (be prepared to queue), and linen, jeans and flip-flop clad diners order from a large blackboard. The signature beer battered flathead and chips are light and crispy, served in a little wooden box. The pot of herby Boston Bay mussels are small and sweet. For breakfast, the fluffy French toast, piled up with mixed berries and drizzled with maple syrup and mascarpone, and the Boathouse baked beans are hard to beat.

Casas del Bosque is an award-winning boutique winery just outside Casablanca where, besides tasting the vintages, you can also learn how to prune grapevines or even the basics of wine-making in one-day workshops. You can also tour the estate on bicycle, along with a picnic lunch. If you just want to walk through the vines, you’ll find everything at its prettiest in December and January. Tanino, the Casas del Bosque’s excellent restaurant, has a menu designed to showcase the wine.

On the white-sand beach of Playa Flamingo, Coco Loco has everything you need to set your afternoon or evening on the right note. Enjoy fresh food and delicious cocktails in a fun, laid-back environment. Make sure to try their signature drink, the Coco Loco: a sweet and flamboyantly colored concoction.

Even though it’s more like 218 steps down to this secluded beach, getting here does take a little effort. It’s worth it for the views, though, and to find a nearly empty stretch of sand with one of the best shore breaks in town. Popular with bodysurfers and skimboarders, Thousand Steps is also an ideal place to simply lay down your towel and bask in the Southern California sun. If you’re feeling adventurous, walk south along the shore and you’ll come to Laguna’s most famous sea cave—it’s actually more like a tunnel, with a full walk-through that’s fun to explore. You can also walk north to find the Totuava cave, but pay attention to the water as both caves are only accessible during low tide.