Shoulder Season Travel


NEWSLETTER #006

Why We Skip Summer Travel (and You Should Too)

The grown-up guide to better weather, fewer crowds, and bigger adventures

Let’s be honest—summer travel is chaotic, sweaty, and overpriced. After one too many crowded beaches and overpriced hotel rooms, we learned the secret: Shoulder season.

Spring and fall travel gives you lower prices, fewer tourists, and better weather. It’s when we do our best traveling—and we’re sharing our top picks.

4 Shoulder Season Escapes We Love

> New Zealand in March

>Portugal in May

>Italy in September

>Louisville KY in October

New Zealand in March

Why we love it: Fall in the Southern Hemisphere = quiet roads, golden vineyards, and beaches all to yourself.
Travel Tip: Rent a car, take your time, and don’t forget to drive on the left!
👉 Explore Our Ultimate Guide to New Zealand Travel »

Portugal in May

Why we love it: Fresh seafood, blooming streets, and hardly a cruise ship in sight. Travel Tip: Dine outdoors in Old Town Albufeira for local seafood, live music, and sunset views over the Atlantic

👉 ​Read Our Portugal Travel Tips »


Italy in September

Why we love it: Truffle season, wine harvests, and all the pasta without the lines.
Travel Tip: Visit the village of Prosecco located just outside of Trieste and see how the wine is made.

👉 Get Our Trieste Travel Guide »


Louisville Kentucky in October

Why we love it: Fall foliage, bourbon tastings, and laid-back charm.
Travel Tip: Walk the Big Four Bridge at sunset, tour the Urban Bourbon Trail, and brunch in NuLu.

👉 See Our Louisville Weekend Picks »


Why Shoulder Season Travel Wins

  • Cheaper Flights & hotel rates
  • Mild temps = more walking, less sweating
  • Less crowded = more relaxing
  • Gorgeous lighting for photos
  • Locals aren't burnt out on tourists
  • Kids are back in school!

Where are your favorite shoulder season travel desintation?

I'd love to hear from you!
jana@travelingtwosom.com

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Cheers!

Let’s make someday, today.
Jana & Steve
The Traveling Twosome
​www.travelingtwosome.com
jana@travelingtwosome.com

113 Cherry St #92768, Seattle, WA 98104-2205
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TravelingTwosome

We’re Jana and Steve — the Traveling Twosome. Mid-life wanderers who swapped routine for round-the-world adventure, exploring 33 countries (and every local bar we could find). From getting married on a New Zealand beach to clinking BeerLaos on the Mekong, we’re all about slow, intentional travel — and a good laugh along the way. Follow our adventures (and dive-bar discoveries) at travelingtwosome.com

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