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Fearing a British takeover of its ill-gotten trading post, the Dutch East India Company built this star-shaped castle (known as Kasteel de Goede Hoop) between 1666 and 1679 to defend its territory. Now the oldest building in South Africa, the castle served as the center of Cape Town‘s civilian, political, and military life. The austere facade opens up to a striking central lawn and commanding buildings that, in their restored form, represent Dutch, English, and French architectural styles. History buffs will go nuts here: Check out the William Fehr Collection, the African pottery exhibit, and the Castle Military Museum.

The Freedom Trail is the artery connecting most of Boston’s key Revolutionary War sites, from Boston Common to the USS Constitution—16 stops in all. Besides providing you with some history, following the red stripe around town also delivers an easy self-guided tour of the heart of Boston, including the lively North End and Charlestown. The Common, Old North Church, the Paul Revere House, and the site of the Boston Massacre are obvious and obligatory stops, but the trail also leads to three legendary cemeteries, the 1718 Old Corner Bookstore (now a Chipotle restaurant, of all things), the 1713 Old State House, and the unmissable Bunker Hill Monument, whose cornerstone was laid by Lafayette to mark the 50th anniversary of the bloody battle between British troops and patriot militias in June 1775.

Featuring a series of boulders that appear to have been gathered, piled, and deliberately set across a few square miles of desert, this site carries a certain air of mystery. Scientists remain baffled about the geological event that could have created the formations, while archaeologists and historians are fascinated by the petroglyphs and paintings drawn by the native Arawak people. Trails weave around the enormous stones, many of which have been named for the animals they resemble. Speaking of which, all sorts of creatures inhabit the area, from iguanas to burrowing owls.

Welcome to the vagina island, no joke (the rough English translation of the word Huahine is vagina). And although no one knows exactly where the name originated, historians think it has to do with the important role women played in the island’s history. Comprised of two islands – the more developed Huahine Nui (Big Huahine) to the north, and Huahine Iti (Little Huahine) to the south – there isn’t a lot to do here, but the unpretentious and relatively sleepy vibe appeals to budget travelers and surfers, as Huahine has some of the cheapest beds and best breaks in all of French Polynesia. It is also home to untouched beaches, isolated coves, enchanted azure lagoons and the most extensive complex of pre-European marae in French Polynesia. It also has a noticeable lack of luxury resorts, making it still feel like a Robinson Crusoe style getaway. Some of the most consistent and best surf in French Polynesia is found off Huahine’s shores, but local surfers can be very possessive, so make sure you check with them before hitting up their turn. This is also not the place for novices, as the left and right reef breaks can chew you up pretty badly. Huahine is also home to some great dive spots, including a canyon where you can see barracuda, jackfish, rays and sharks. For snorkeling head to Fare, which has a pretty sand beach just north of town and a wide, translucent lagoon that drops off quickly for excellent snorkeling around coral and through schools of multi-hued fish.

Coco frios are sold on every corner during the high season (fall and winter) in Puerto Rico. Cold, fresh coconut water is the lifeblood of island living. Literally, if you were ever stranded on an island, you could sustain yourself on what’s inside a coconut (just ask Les Stroud). There is a difference between coconut water and coconut milk. Coconut water is clear to translucent and not as sweet—you harvest this from a fresh green coconut that has just fallen, or is ready to fall from the tree. It might taste unusual at first if you have never tried it, but this is actually the best form of natural electrolytes to replenish yourself after a workout or surf session. Watch the roadsides for the carts and folks with machetes—because this is your hint that coco frios await you!

Want to lounge around the pool that Laurence Olivier, Vivien Leigh and Diana Rigg once swam in? Then this is the place. Can Talaias, a large finca-turned-B&B, pushes its ‘agrotourism’ credentials and certainly the home cooking, with eggs and veg straight from the garden, is a powerful attraction. But it has a rather more glamorous draw too. The beautiful interiors of this 1960s villa suggest that someone with both money and taste had a hand in its making; and the photos on the wall reveal who. Comic actor Terry Thomas fell in love with Ibiza after his Hollywood pal Denholm Elliott introduced him to the island; this bohemian pad was his escape from an actor’s life. And his friends came to visit in their droves - Terry Thomas’s parties were legendary, and his swimming pool was one of the first to be built on the island. Somehow, that slice of history makes hanging out at this luxury rural retreat even more enjoyable.

Here’s a novel concept; markets that pop up around the island in different locations each day of the week. I shot this while wandering the Monday Market near Saladan Village (the main settlement) on the northern tip of Koh Lanta. Despite the market’s proximity to the island’s main tourist hub, it was surprisingly void of foreign visitors. The Monday Market is run by locals and caters to local tastes - which makes it a fantastic place to explore with a camera. I don’t often make images of children (I scare them, I guess), but I couldn’t resist firing a few frames of this girl in the fruit isle. It’s a departure from the grittier market fare I often come home with - perhaps that’s why I’m so fond of such a simple picture. Insider tip: a smile takes you a long way in a Thai market - and often leads to more free samples than you find at Costco on a Saturday. Be polite, and try anything your gracious host offers you, including roasted beetles and/or funky durian fruit.

Located in Allentown, down a quiet, tree-lined street, Betty’s is the perfect spot if you’re searching for simple, comforting fare. While the restaurant is open for all three meals, breakfast takes top honors—the Luv Sandwich (a toasted bagel with bacon, cream cheese, pickled onions, sprouts, and tomatoes) is simply the most delicious way to start the day in Buffalo. During the warmer months, guests can grab a table outdoors and people-watch while they eat. The restaurant’s residential location is ideal, as it’s away from the noise but still immersed in the neighborhood atmosphere.

Families that would rather not be in the middle of the hustle and bustle of the main section of Grace Bay Beach will dig the condos at The Tuscany Resort. Ranging in size from one bedroom to three, each is condo includes a full kitchen, laundry room, spacious living area and a screened in balcony. There is no restaurant on site, but there is a pool with loungers and access to the quiet side of Grace Bay Beach from a tree-lined catwalk. Unlike the middle portion of the beach, development here is still pretty void, so you can expect to have much of the white sand expanse to yourself (meaning your kids can run and play without issues). On the downside, if you want to get to most of the eating and activities, you’ll need a car as it isn’t really walking distance. And while there isn’t a restaurant here, you can arrange to have your kitchen pre-stocked before arrival meaning you can eat in and save a lot of cash in the process. Each condo is slightly different from a decor perspective as they are all privately owned and decoration is at the owners discretion.

The newly refurbished Sheraton Kona Keauhou Bay Resort is stylish, with a large pool and water slide. But it was the history and the view from the hotel (located off the famous Ali’i Drive) that won me over. The hotel gives you an excellent vantage point to the bay around which King Kamehameha III was born (stillborn, as legend has it). He grew up to become Hawai’i’s powerful and benevolent ruler, and sought to unite the people. He called The Big Island his home and is beloved by many. The hotel offers several notable cultural markers, including two heiau (Hawaiian temple) replicas.

Mylopotas Beach is one of the most popular destinations on Íos island, but since it stretches over one kilometre long, you’ll rarely find it overcrowded. Cafes and restaurants stretch the length of the beach, but the Far Out Beach Club reigns supreme. It’s part hotel, hostel, and campsite, and you’ll be surprised by how fabulous the food is.

The scents that go into Ortigia’s gorgeous bath and beauty products are inspired by Sicilian plants (orange blossom, Sicilian lime, pomegranate, almond) and evoke the essence of this exotic, southern Mediterranean island. Beautifully presented in exquisite packaging, the bath essences, soaps, body lotions, scents and scented candles are all made from natural products in Sicily. They make wonderful gifts (if you can bear to give them away, that is…).

Sonny’s has been open since 1944, making it the second oldest continuously operating eatery on Galveston Island. Hit it on a Friday gumbo night if you can, which comes in your choice of shrimp, crawfish, or both. Sonny’s may seem like a hole-in-the-wall, but don’t let that scare you off. It’s just old school and really friendly seafood place. Photo via galveston.com

Make your way to the Kuah jetty point to catch a catamaran or speed boat to the Pulau Payar Marine Park. Situated about 1 hour away, this sanctuary is a series of islands and beaches perfect for viewing endangered marine life. While there are many viewing options, for divers the vivid “Coral Garden” is best for viewing colorful coral and the surrounding fish.

Local shops and the Big Island go hand in hand. Kona is home to plenty of homegrown shops, but if you are just looking for that great piece of literature to read on the beach, Kona Stories is a fantastic little book shop worth browsing around. Beach goers and holiday makers should be able to find something to pass the time or entertain them while they stay in Hawai‘I.