North America and the Caribbean: When to Go

Traveling in North America and the Caribbean is fabulous all year round, but here are our picks for the best places to travel each season.

Summer travel

Summer is what we all wait for ever year; long bike rides, backyard BBQ’s, lazy days at the beach. It’s also a great time to travel in your own back yard.  With its diversity of experiences  and some of the world’s most dramatic scenery, North America is the perfect destination to spend your summer break.

Seasonality highlights:
Great time for visiting Canada and Alaska, the Rockies and Northwestern National Parks.

Best things to do:

  • Spot wildlife in the Serengeti of North America, Yellowstone National Park.
  • White water raft through glacier fed rivers
  • Encounter Polar Bears in the desolate Arctic
  • Fish for Salmon at a remote Alaskan Lodge
  • Road trip!
  • Stay at a luxury dude ranch in Montana or Wyoming
  • Hike your way through the breathtaking Canadian Rockies
  • Drive the iconic Going the Sun Road in Glacier National Park

Read our blog post on Glacier National Park, click here.

Read our blog post on Badlands National Park, click here.

Autumn or Fall travel

Autumn is that magical time of the year when the trees change color and become golden, burnt orange and crimson. The days are shorter but the weather is perfect and the evenings offer a slight chill. You grab a blanket, gather around the fire pit with a hot cup of chocolate and enjoy the stars peeking through the night sky.

Seasonality highlights: 

Great time to visit the East Coast, the Southwest, Colorado and polar bears.

Best things to do:

  • Photography workshops at Grand Teton and Yellowstone
  • Hiking in Colorado
  • Road trip through Vermont and Maine for the deciduous trees
  • Visit Zion and the Grand Canyon
  • Sip your way through wine country
  • Get up close and personal with polar bears in the arctic

Read our blog post on a trip to Tennessee, click here.

Read our blog post on Amangiri in Utah, click here.

Read our blog post on Zion National Park, click here.

Winter Snowy Trees

Winter is a wonderful time of year to spend time and create memories with your loved ones. Whether it’s escaping the winter snow for a sun-filled beach holiday, looking for a nature hiking experience in a National Park, or spending days on famous slopes and nights in front of a cozy fire, a trip within North America has so much to offer for couples, families, and friends alike!

Seasonality highlights: 

Great time to visit the Caribbean, Colorado, Yellowstone, Alaska, and Canada.

Best things to do:

  • Renting a luxury yacht and sailing the Caribbean
  • A week long Villa stay in Hawaii
  • Explore the high points of Yosemite and Ansel Adam Wilderness
  • Heli-skiing in British Columbia
  • Dog sledding in the Alaska Wildernesss
  • Snow-shoeing in Canada or Alaska
  • Romanic stays sipping wine near a fire in the Rocky Mountains or Canada
  • Seeing the Northern Lights in Alaska

Read our blog post on a perfect weekend getaway in California, click here.

Spring Flowers

Most people are thrilled when Spring time arrives.  After the cold and gloom of winter, we welcome the switch to a lightweight coat and heaps of sunshine.  Spring means colorful flowers, leaves emerge from the trees, adorable baby animals, loads of birds and delicious fruits in season.  Spring is a great time to travel!

Seasonality highlights: 

Great time for the Southwest of the US, Hawaii, the Windward Islands and ABC Islands in the Caribbean

Best things to do:

  • Hike in Zion National Park to see the Emerald Pools and Hanging Garden
  • Snorkel right off the beach in Bonaire
  • Road trip to Zion National Park to the awe inspiring crimson colored Hoodoos
  • Peek at leatherback turtles laying eggs on the remote Grande Riviere beach in Trinidad
  • Catch a Chicago Cubs Spring Training Game in Arizona
  • Travel the infamous Road to Hana in Hawaii
  • Take a scenic helicopter ride over the Grand Canyon

Read our blog post on Arizona, click here.