Secret Destinations of the Shoulder Season

Woman overlooking city and bridge

Key Takeaways

  • Traveling during the shoulder season can offer fewer crowds and lower costs in many destinations worldwide.
  • Strategic planning helps travelers balance affordability with destination accessibility.
  • Travel protection with assistance services can help travelers manage disruptions that may occur during international or off-peak travel.

Welcome to the shoulder season!

The shoulder season is a great travel time for anyone whose life isn't regulated by the school calendar or soccer fundraisers. If that’s you and you’re looking for shoulder-season travel ideas, consider the following:

The Baltics

You think shoulder season is a travel secret? More people know about it than ever due to savvy travelers sharing their secrets.

You still have to be strategic about where to travel during the shoulder season, which is where the Baltics come in.

Lithuania, Estonia and Latvia are borderline travel secrets during the high season, which makes them perfect destinations for April and May travels.

Coastal towns like Jūrmala in Latvia, Palanga in Lithuania, and Pärnu in Estonia are known for their long beaches, spa culture, and relaxed seaside atmosphere.  If you want to swim in the Baltic Sea in May, bring a wetsuit. Or just rent a seaside cottage and walk the beaches, Martha’s Vineyard-style.

What else can you do in these countries? Wander through medieval villages and UNESCO World Heritage sites like the Vilnius’ Old Town , Kuldiga and Tallinn’s Old Town.  Take bike tours through the countryside. Dive into unique cultures that draw influences from Finland, Russia, Poland, Sweden, and Germany. Meet some really cool people.  Experience what it’s like to live in one of the world’s most digitally forward nations (Estonia).

The hack is to get a cheap flight to anywhere in Europe, then train over. You’ll find sparse crowds and fascinating destinations. And isn't that what you’re looking for?

Also Read: Tips For Solo Travel In Europe

couple walking together in portugal

Portugal

Portugal is known for its stunning beaches, unique architecture, and for all the history buffs its seafaring history during the Age of Discovery.

Following the sun and sand strictly is going to run you into crowds and high prices during the shoulder season, so opt for a Plan B. Explore the Douro River. Rent a car and wander the interior before it gets hellishly hot. Use Porto as your base instead of Lisbon. Or go really crazy and visit the Azores.

None of these strategies will completely mitigate crowds, but they will help you enjoy a Portuguese vacation that’s more of a getaway and less of a struggle.

City in Uruguay with a statue

Uruguay

 South America might not be the first place people think of for shoulder‑season travel, but it’s absolutely a fantastic option. April and May are fall in South America instead of spring, but that’s really a moot point when you visit Uruguay. Montevideo is still incredibly hip, the beaches are still beachable if a little on the cool side, and the country is an explorable mix of savannas, seaside cities and river towns.

If you like the idea of South America call but insist on Brazil for your shoulder-season trip, Florianopolis or Porto Alegre are the picks. Montevideo is also close to Buenos Aires, so a three-country parlay is also quite achievable.

However you structure it, South America is a stealth play for smart shoulder-season travelers.

Also Read: Uruguay Travel Guide: Culture, Coastlines, and Nature-Filled Adventures

Yachts parked in Vancouver

Vancouver

If you want to confine yourself to North America, Vancouver is a smart choice.

 Vancouver is beautiful year‑round, but late spring is especially magical as the city bursts with fresh greenery and blooming flowers. What’s to love about Vancouver? The setting, to start with. But beyond that, the seafood-and-sustainability cuisine is spectacular, the art scene is lively, outdoor activities are hitting their peak, and the Gilded Age gardens of Victoria are just rounding into shape.

The minor-league baseball park is a peach, too.

A flight to Seattle and a drive north is the ticket. It couldn’t be easier.

Blue tile Morocco City

Morocco

Morocco might not be the first place families with kids head after school lets out, but you never know.

May is the perfect time to visit Morocco. It’s not as hot as it’s going to get, and highly visitable places like Marrakech, Fez, the Sahara, and the Atlas Mountains are much less crowded.

Getting around is the secret sauce to making this vacation work. You can save money by catching a lower-cost flight to Paris and flying to Morocco from there. Once in Morocco, high-speed trains whisk you to many destinations, though an organized tour might be your best bet if you’ve never been to Africa before.

Temple in Bali

Bali

Similarly, Bali in May is on the more temperate side, though light jackets and sweaters might be purely for ornamentation.

May is actually the sweet spot for traveling to Bali. Many travelers no longer thirst for hot-weather destinations by this time and prices and demand reflect that.

Expect your fellow tourists to include quite a lot of Australians and New Zealanders, though you can find a little escape by opting for eco-friendly destinations like Ubud and Munduk.

Alternatively, if you like the region but want something more trip-of-a-lifetime-ish, May is a fine time for a South Seas cruise. They’re not cheap, but the ships are luxurious and the ports of call can’t be beat.

For many travelers, Bali is paradise on earth.  Getting to experience it for less money just makes it paradisier.

Also Read: Free things to do in Bali

No matter where your shoulder-season travels take you, they need to be protected. For that,  choose the travel protection with assistance services offered by Generali Global Assistance.

Plans like the Premium Plan can help provide coverage for things from medical emergencies to lost luggage to travel delays and even trip cancellations for a covered reason.

Filing a claim is easy and getting a quote is easy. It starts here.

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