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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.

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.

The number-one reason to visit St Barths are the beaches. The best beaches (basically all of them) are the stuff island dreams are made of. All of the island’s beaches are open to the public year-round, and even during peak season they’re never really crowded. Whether you’re looking for a place to picnic, the perfect snorkeling spot, a sunbather’s paradise, or a bit of sand to run under your toes, St Barths has you covered.

A short ferry-ride from Playa del Carmen, Isla Cozumel is a diver’s paradise. And while diving and snorkeling might be the main attraction here, the island and its town San Miguel de Cozumel offer a lot of land- and sand-based activities for the traveler as well. San Miguel de Cozumel’s main plaza is a peaceful spot to people watch, shop, and dine. Even though this town sees thousands of tourists a year and shiploads of cruise-goers dock here daily, it has managed to keep its charm and warmth. For some scrumptious grub, check out Kinta, a block or so off the main plaza on Avenida 5-- it offers up fresh seafood and traditional Mexican cuisine. The western side of the island is built up with beach clubs, where for a small fee you can enjoy their beaches and facilities-- Isla de la Pasión is one of these and boasts a gorgeous beach. The eastern side of the island is wilder and the surf too dangerous for swimming in most places, with the exception of Playa Chen Río. When you get tired of the beach, put on your Indiana Jones hat and travel inland to a minor Maya ruin, San Gervasio, which the ancient Maya dedicated to Ixchel, the goddess of fertility. Of course, this island was built around diving and you’ll see why once you hit the clear, turquoise waters and behold their technicolor reefs. Santa Rosa Wall and Palancar are two of the best dive spots. Dive shops abound for equipment rental, tours, and even certification lessons.

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.

I love staying in a private villa home over a hotel when traveling with a small group, and Breezy Villa by Island Escapes is both affordable and impressively chic. In a secluded hillside location, complete with multiple, swaying palms for privacy and glassy sea-foam green lagoon views that are just a shade lighter than the infinity pool melting into them, it’s easy to check skinny-dipping in paradise off the bucket list when sleeping here. If naked swimming isn’t your thing, no worries, the pool is also perfect for nighttime stargazing floats. And then there is the leeward lagoon location itself -- it is super calm and you can wade for ages through calm and crystalline water here without gaining much depth. There is no direct beach access, but a series of steps wind their way down from the travertine-tiled pool terrace to a small pier where a ladder offers direct sea access. Breezy Villa’s stylish interior is equally appealing. From the arched doorways and pitched roof in the open living room and modern L-shaped kitchen to the square-shaped original ocean-hued paintings hung on either side of the front door to the Grecian-Roman columns on terrace, I love the Zen beach house meets Italian palazzo vibe. Similar-sized sleeping quarters, each featuring a unique wooden bed frame and French doors opening directly to pool terrace, make this three-bedroom home equally perfect for families, especially those traveling with a nanny. It also works well for multiple couples.

Although French Polynesia is often billed as a luxury destination, there are actually a number of affordable resorts and private home vacation rentals on the islands that won’t break the bank. Yes, you’ll find overwater bungalows galore on French Polynesia’s islands, but if you know where to look, you’ll also find family-run pensions and resort options that offer affordable luxury, allowing travelers on budgets to experience the awesome beauty of French Polynesia.

St. Kitts has beaches with bars, beaches with resorts, and beaches with nothing to distract you but the sound of the surf rolling over the sand. This variety also extends to the island’s other attractions, which include historic sites, outdoor activities like hiking and golf, and just enough nightlife to keep things interesting without disturbing St. Kitts’ sweet sense of tranquility.

St. Vincent is home to several volcanic beaches, with dark, sometimes black, sand that’s especially striking against the pounding Atlantic surf on the island’s east coast. The Grenadines, on the other hand, have soft, white-sand beaches, surrounded by aquamarine, turquoise, and deep-blue waters.

The vivid flavors and colors of Puerto Rico cannot be ignored. Wander San Juan’s candy-colored streets, explore El Morro and the trails of El Junque, and linger on the inviting beaches: A weekend is just long enough to fall in love with this island.

Toast your vacation at one of Maui’s many bars, which range from dives to rooftop lounges to thatched huts serving Champagne. Soak up the sun at Hula Grill or Leilani’s on Kāʻanapali Beach, then retire to spots like the island’s oldest bar, the Pioneer Inn, or Monkeypod Kitchen, which serves cocktails by the legendary Peter Merriman, a leader of Hawaii Regional Cuisine. End the night with dancing into the wee hours at local favorite South Shore Tiki Lounge.

Every now and again, travelers just need to stay in one place and leave the running around to the rest of the world. That’s where resorts come in. Though most of these resorts on the Philippine Islands are within easy reach of other grand adventures, these properties serve up a world all their own. They all serve memorable meals and have snap-worthy views.

The island of Maui is full of unique souvenirs, from muumuus to malasadas (Portuguese doughnuts). Expect to find weave-your-own haku lei (flower crowns), vodka distilled from deep-ocean mineral water, and punk albums at the best record store in Hawaii. Fashionistas can also look forward to original designs at Kūlua and the Monarch Collective, while those seeking something a little simpler will want to hit the Maui Swap Meet and Olowalu General Store.

On Guadeloupe, keeping active with the family is a part of everyday life. Parents love to head outside and play with their kids. Many beaches are illuminated at night, so families can go for a swim, jog, or game of volleyball even after the adults have finished work. Guadeloupe National Park is everyone’s favorite outdoor playground, offering nature hikes, waterfalls, and thermal pools for all ages. The archipelago is, therefore, a great place for families to visit. And there’s also cultural learning in the form of botanical gardens, colorful markets, museums, and former plantations.

Turks and Caicos is a great honeymoon destination, especially if you just want to spend your days lazing on the beach, sipping rum from a coconut, and enjoying romantic private time with your sweetie. Here are our favorite hotels and villas (for all budgets) for honeymooners in Turks and Caicos, where you can get pampered like a celebrity, snorkel or skinny-dip in paradise, and spend your evenings stargazing together from the pool.