1. Bermuda

Borrowing traditions from distant British and African shores, Bermy, as the local’s call it, is a place where afternoon tea is strictly observed, Bermuda shorts are worn with pride and steel drumming troupes can often be heard practicing for festivals.

Located in the North Atlantic, Bermuda’s weather is more akin to the United States’ Eastern Seaboard than the Caribbean, making it popular in summer. Hang onto that golden season a stretch longer with a visit in September or October. Once the kids go back to school, rates drop as tourists clear out. You may have to contend with the odd rain shower, so duck into the Bermuda Underwater Exploration Institute in the capital city of Hamilton and explore its new permanent Bermuda Triangle exhibit. Or, seek shelter in a rum soaked pub to debate whether the national drink is a dark ’n’ stormy or a rum swizzle.

While autumn brings cooler temperatures, it’s warm enough to catch serious rays on one of the island’s many pristine beaches, plus you’ll have a choice of pink or white sand. Horseshoe Bay is a popular choice, while Warwick Long Bay hugs nearly a kilometre along the Southern Shore and flaunts the rosiest-hued beach.

Ringed by reefs, one of the world’s greatest concentrations of shipwrecks can be found here, making Bermuda a mecca for scuba divers. With ever-changing salty breezes, it also hooks in sailors. Step aboard a yacht or catamaran and cut through Great Sound on the south west side of the island, the same turquoise waters America’s Cup racers set off from in 2017.

2. Santa Ynez Valley, California

The weather in Santa Barbara County is near perfect in November, especially if you’re sussing out the charming town of Solvang, with its Danish-style architecture and bakeries, or doing some grape-to-glass exploration.

3. Fogo Island, Newfoundland

In addition to the blazing colours of plants in October, it’s also berry season on this island off the northeast coast of Newfoundland. Join local foragers on the hunt for partridgeberries, then get a lesson in jam jarring at Fogo Island Inn.

Read more: Hospitality On Fogo Island, Newfoundland

4. Oahu, Hawaii

The island is noticeably quieter in November (before U.S. Thanksgiving), and beckons with off-season rates. Hit the North Shore to witness significant swells and surfing competitions, such as the Vans Triple Crown of Surfing (Nov. 12 to Dec. 20).


[This story appears in the October 2018 issue of WestJet Magazine.]