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By Anna Fishman

How awesome would it be if you could travel every month of the year? Well, maybe not every month of the same year, but, no matter when you want to feed your wanderlust soul, the world is at your fingertips. Check out our list of recommended destinations based on when it is the best time of the year to visit them and choose where to vacation based on every month of the year!

24 Trips Of A Lifetime or Where To Vacation Every Month Of The Year

January – Finland or Arizona

In January, if you visit Finland or Arizona, you will get very different but unique experiences.

In Finland, you will enjoy winter wonderland like no other with reindeer sleigh rides and stay in a glass igloo while enjoying the breathtaking Northern lights.

vacation destinations based on months of the year - Northern Lights in Finland

Northern Lights in Finland

In Arizona, you get to see snow in Flagstaff and then lay by the pool in Scottsdale all in the same day. Being a mountainous state, it gives you a variety of climates that is just a short drive apart.

vacation destinations based on months of the year - Lake Powell, Arizona

Lake Powell, Arizona

February – Hawaii or Jamaica

If you want to escape the cold temperatures of February and getaway to paradise, there are no better places to go than Hawaii or Jamaica. Both locations offer warm weather and some of the best beaches and resorts for you to be pampered and live stress-free for a little while.

vacation destinations based on months of the year - Kauai, Hawaii

Kauai, Hawaii

vacation destinations based on months of the year - Rick's Cafe, Negril, Jamaica

Rick’s Cafe, Negril, Jamaica

March – Japan or India

If you want to see the phenomenon of the cherry blossoms in all their glory, a visit to Japan in March should be on your calendar. This is one of the most naturally beautiful things you will see in your lifetime! You’ll want to add this to your list of family vacation ideas!

vacation destinations based on months of the year - Cherry Blossom Tree in Japan

Cherry Blossom Tree in Japan

On the flip side, India offers a lot of variety of experiences such as serene beaches, wildlife and floral sanctuaries, unique festivals such as the Losar Tibetan festival and magnificent architecture. You will have a lot to do and enjoy if you visit India in March.

Golden Temple, India

Golden Temple, India

April – Netherlands or Costa Rica

If you are fascinated by tulips in full bloom, the place to be in April is the Netherlands. The sight is simply amazing and you should see it at least once in a lifetime. Add this to your list of European vacation ideas!

vacation destinations based on months of the year - Tulip Season in Netherlands

Tulip Season in the Netherlands

Costa Rica, on the other hand, is one of the naturally most beautiful places on earth with endless natural adventures such as zip lining, waterfalls, and unspoiled beaches. April is a perfect time to visit this nature isle before the onset of the rainy season.

Natural Hot Springs at Tabacon Resort in Costa Rica

Natural Hot Springs at Tabacon Resort in Costa Rica

May – Florence & The Tuscany Region, Italy

This is one of the best times of year to visit this renowned wine-producing region. The temperature is warm, so you can shed your winter layers for touring the many vineyards in the area and just enjoy the wonders of spring in this historic region of Italy. When, if ever, you get tired of the beautiful natural setting of the Tuscan hills, head to Florence for the arts, culture, and cuisine. You can’t go wrong with Italy in May!

vacation destinations based on months of the year - Florence




June – Yellowstone National Park or Canada

The Yellowstone National Park is stunning throughout the year; however, the end of spring in June is the perfect time to visit the park, before it gets too hot in the summer.  It is an incredible site that you should definitely add to your bucket list!

vacation destinations based on months of the year - Yellowstone National Park, Grand Prismatic Spring and Midway Geyser Basin From Above

Yellowstone National Park, Grand Prismatic Spring and Midway Geyser Basin From Above

June is also the perfect month to visit Canada’s best attractions such as Niagara Falls on the East side of the country or the natural beauty of lakes, mountains and woods of British Columbia on the West side, and the many other beautiful attractions in this massive country.

vacation destinations based on months of the year - Canada


July – Namibia, Botswana, and Zimbabwe or Portland & Seattle

The African countries of Namibia, Botswana, and Zimbabwe with their amazing wildlife reserves and warm temperatures are also great spots to visit in July, their winter season. If planning a trip there, consider making your reservations well in advance, as July is their busy season and hotels and tours get sold out fast. Let us help you with custom trip planning to be sure you get the best resort!

vacation destinations based on months of the year - Namibia


July, the traditional summer season in the USA, is a great time to visit the cities of Portland and Seattle. These cities offer exceptional dining options and entertainment and are just three hours away from each other driving. It is the perfect destination for the family vacation in the warm summer months.

vacation destinations based on months of the year - Space Needle, Seattle

Space Needle, Seattle

August – Wales (U.K) or Scandinavian countries (Sweden, Norway, Denmark)

Wales (UK),  Sweden, Norway and Denmark are the perfect serene locations with a variety of things for the discerning traveler to explore, especially in the warm weather of August. There are a variety of attractions such as castles, forts, lakes, trails, majestic fjords, scenic railroad rides and more. These destinations are great for you if you love to explore nature and culture.

vacation destinations based on months of the year - Wales, United Kingdom

Wales, United Kingdom

Norway, Fjords

September – Germany for Oktoberfest or Spain

For the ultimate entertainment in Europe, the place to be in September is Munich, Germany which hosts the very popular Oktoberfest, the worlds largest beer festival. People from all over the world flock to Munich to taste different kinds of and to enjoy the festivities.

vacation destinations based on months of the year - Oktoberfest in Germany

Oktoberfest in Germany

Spain, in addition to its majestic and mysterious medieval castles, towns, and squares, also hosts several festivals in September such as the festival of grape stomping, the traditional treading on grapes in wine production. Seems that September is a boozy time of the year in Europe!

Toledo, Spain

October – Barbados or Aruba

These two small island nations have been welcoming international travelers for a long while to their beaches and warm weather all year round. October is a great time to visit to avoid the crowds (kids are already back to school) and to enjoy all of the cultural activities, delectable island cuisine, and heart-warming entertainment. Also, these islands lay outside of the Caribbean hurricane belt, which makes them even more attractive destinations for an early fall getaway. Go ahead and book your trip to Barbados or Aruba for this October!

vacation destinations based on months of the year - Barbados



November – Riviera Maya, Mexico or the Dominican Republic

To experience your ultimate all-inclusive vacation at the best prices in the fall, a trip to Riviera Maya, Mexico or the Dominican Republic would be ideal. You will be pampered in total luxury, while enjoying your favorite cuisine or cocktail and guess what, it is all included in the original price you paid before you even left for the trip! A trip to one of these grandeur all-inclusive resorts is perfect for total relaxation and indulgence.

vacation destinations based on months of the year – Riviera Maya, Mexico, All-Inclusive Resorts

vacation destinations based on months of the year - Dominican Republic, All-Inclusive Resorts

The Dominican Republic, All-Inclusive Resorts

December – River Cruise Through European Christmas Markets or Iceland

So, you started the year with a bang and want to end on an even higher note. The best place to end the year is to take a river cruise through the majestic European Christmas Markets. You will get a first-hand experience of all the festivities and celebrations and uniqueness of each Christmas market that you visit.

vacation destinations based on months of the year - German Christmas Market

Christmas Market in Germany

If you have already experienced European Christmas Markets, you can book a trip to Iceland to enjoy their holiday celebrations, go snowboarding or soaking in the natural hot waters of their lagoons and hot springs. You will also enjoy the stunning spectacle of the Northern Lights here!

vacation destinations based on months of the year - Iceland


For more ideas on where to go in 2023, check out one of our sample itineraries here

Here are some “extras” I can help you with to make your travel experience seamless.
Want to arrange for a special anniversary dinner, bespoke champagne tasting, catamaran day trip, or a private, pre-opening museum tour for your family? You got it.
Private, luxury transfers: relax and enjoy your vacation without worrying about driving in a foreign destination after a long transatlantic flight. We can arrange for a luxury car with drivers that have knowledge of each destination.
Unmatched culinary experiences: Looking for a reservation at a specific Michelin-star restaurant or a private walking food tour, wine tasting, or whiskey experience? We can help.
A digital itinerary on an app that’s available even when your phone is offline. The app includes all activities, vouchers, and confirmations. You never have to worry about losing your printed travel documents again.

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