​Best Places to Travel Every Month of the Year

Published by Samantha on 31st Jul 2020

With the Holidays and the New Year upon us. We're starting to think about where to jet-set off to next. If you too are thinking about your next stop, but are having trouble deciding where to visit in 2018, don't worry- we’ve got you covered.

January – Aspen, Colorado

This snazzy destination offers so much more than skiing. With an art museum and a burgeoning food scene, both non-skiers and experts can enjoy their time in Aspen. Pine Creek Cookhouse offers fine dining in a classic alpine setting while Meat and Cheese is Aspen’s newest hipster joint. As for the main event, head to Aspen or Buttermilk Mountain for some of the best skiing in North America. If downhill skiing isn’t your forte, enjoy the beautiful views while taking a guided snowshoe tour through the forest. Apres ski is a way of life in Aspen, so don’t forget to have some champagne and relax after a long day of exercise. You deserve it!

February – Bangkok, Thailand

This Southeast Asian capital offers the perfect mix of culture, and just a few hours away, relaxation. Visit the temples and weekend market to bring home souvenirs for your family before hopping on a river boat down the main waterway in Bangkok. The city is also quickly becoming a food capitol of the world, with restaurants like nahm and Gaggan showcasing the unique and delicious tastes that Asia has to offer. If you want to eat like a local, head to Likhit Kai Yang. Once you’ve had your fill of delicious food and culture, take a rest at the nearby beach Hua Hin. Or, if you have a little bit more time on your hands, Thai beach destinations like Phuket are can’t-miss experiences.

March – Miami, Florida

Miami is the perfect weekend getaway. While the snow is still melting on the East Coast, the sun is shining and cocktails are flowing down south. Experience Cuban culture at Calle Ocho or visit Coconut Grove for shopping and boutique restaurants. Take a stroll down South Beach to explore the Miami art scene and gaze at classic Art Deco architecture.

April – Havana, Cuba

In Havana, you’ll feel like you walked into a 1950s film. With diplomatic relations restored in 2016, expect tourists to swarm to this beautiful destination. One visit, and it isn’t hard to see why. Take a drive down Malecon to see the colorful buildings and feel the ocean breeze. A visit to Old Town will showcase some of Cuba’s famous architecture and rich history. Don’t forget to pick up a few scoops at Helad’oro. For dinner, try the classic Cuban restaurant where President Obama had a meal.

May – Amalfi Coast

Each of the cities along Italy’s Southern coast have their own personality. Whichever one you stay the night at, you can rent a boat to get a taste of all of them. Stop for lunch at any of the restaurants that line the coast, many of which are only accessible by boat. Our favorite is La Scoglio, where diners can watch fisherman bring the catch of the day in from the Mediterranean Sea. A visit to Ravello offers a glimpse of the art and musical scene on Italy’s coast. Stroll through the beautiful gardens at Villa Cimbrone before stopping for gelato in the piazza.

June – Greek Islands

When you think of the Greek Islands, the first ones that come to mind are Santorini and Mykonos. Perched atop a cliff overlooking the sparkling Mediterranean Sea, the white villages of Santorini are certainly hard to resist. Take a stroll through the cobbled streets and enjoy the views. In Mykonos, experience the vibrant nightlife and spend your days lounging under the sun. While these destinations are worth a trip across the pond, don’t discount the smaller, lesser known Greek Islands. Spetses has been the weekend getaway for the Athens elite for years. Rent an ATV and take a tour of the island, stopping at any beaches you fancy. As an alternative, rent a boat and explore the island off-shore.

July – Tuscany

Food and Wine rule the land in this region. Don’t expect to keep your diet on a visit to Tuscany. Rent a villa to enjoy the rolling hills or find a hotel in one of the bigger cities like Florence, Bologna, or Modena. Each city also offers a variety of sight-seeing options, like the Duomo or the famous piazza in Modena. Be aware: it can get very hot in Tuscany, especially in July, so don’t forget to lather on the SPF!

August –Sardinia

This island off the coast of Italy offers pristine beaches and delicious food. Our favorite is the local dessert: a Sardinian flatbread topped with ricotta and honey. You can head to Porto Cervo to gaze at the many yachts that dock there or get your shopping fix at any of the designer shops, or if you’d rather spend all of your day at the beach, there are plenty of options for that too!

September – Croatia

A trip to Split or Dubrovnik will take you back in history. Take a walk through the magical Marjan Forest Park or stroll atop ancient city walls. In fact, Dubrovnik’s Restaurant 360 gives the chance to dine on top of one of these historic forts, overlooking the Adriatic Sea. Brasserie on 7 offers more relaxed waterfront dining in Split. Once you’ve had the chance to explore these Croatian centers, rent a sailboat to experience the country from the Sea. From natural caves to pebbly beaches, every region has a unique personality. Be careful, the white pebbles on some of the beaches in Croatia are extremely reflective, making it easy to get burned. Don’t forget your Hampton Sun sunscreen!

October – Napa and Sonoma Valley

For an option a little closer to home, this American wine capitol is the perfect escape. By September, the summer season is beginning to die down and harvest season is under way. For foodies, the Oxbow Public Market showcases the best of the region’s sustainable and organic food. From ice cream to barbecue, the market has everything you’d ever want. A visit to Napa and Sonoma Valley is of course incomplete without a trip to any of the numerous wineries. Frog’s Leap Winery offers a beautiful landscape while also providing delicious Sauvignon Blanc and Merlot.

November – Oaxaca City

A November visit to this Mexican city gives you the chance to celebrate Dia de los Muertos (Day of the Dead), a colorful and extravagant event that celebrates, you guessed it, the dead. You’ll be an active participant in this holiday by even just walking through the streets. Sample the best carne asada and chorizo at the Mercado 20 de Noviembre. Visit a mescal distillery to get a taste of Oaxaca’s most famous alcoholic beverage. A quick day trip outside of Oaxaca City takes you to ancient Mayan and Aztec ruins.

December – The Bahamas

Pink sands, street parades, and seafood. What more could you want? Take your pick from any of the pristine islands in the Bahamas, whether that is the bustling Nassau or the more relaxed Harbor Island. On Boxing Day, the day after Christmas Day, Nassau hosts the Junkanoo festival, a parade with dancing and costumes. For a more relaxed vacation, a trip to Harbor Island is a must. The main mode of transportation is golf carts and bicycles – no cars.