Fall and Winter in Bermuda: The Social Season


Like anywhere else, you get that back to school feeling when summer comes to a close in Bermuda. With a change in the weather, you’ve switched sandals for sneakers, swimsuits for wetsuits and straps for sweaters. But October and November – when the sun still scorches and the sunsets become more spectacular – invite the desire to gather together, to make the most of the shorter days and longer nights with cocktails by an outdoor fire and sunset sails close to shore.

We can confirm that the best time to visit Bermuda is anytime. After all, we live here all year long. Follow this itinerary for a local’s take on Bermuda from October to December. 

8 am:

The temperatures in Bermuda drop to a balmy 75 degrees Fahrenheit, but with that, so does the humidity. This means sun salutations without breaking a sweat. With one click you can enjoy a Find your flow with individual outdoor yoga$200 per guest1 Hourprivate, morning yoga session overlooking the ocean at The Loren at Pink Beach. Get yourself into perfect alignment before you line up the rest of your day. 

Strengthen your body and peace of mindSee experience

11 am:

Cooper’s Island Nature Reserve is a protected paradise surrounded by pristine beaches, walking trails and an observation tower at the far end of the peninsula. Bermudian Doreen Williams-James leads Go foraging in paradise on a wild edible herbal walk$55 per guest2 Hoursa foraging tour that covers even more ground, educating the group on the benefits of the island’s herbs and plants. Pick wild rosemary, prickly pears, natal plums and nasturtium flowers, then satisfy all the senses with edibles samples such as stinging nettle cupcakes, aloe brownies, nasturtium cheese or prickly pear cheesecake.

2 pm:

Getting out on the water, while not a prerequisite for island living, is certainly an advantage. 

With a variety of charters to choose from, you can set Set sail and snorkel from a private yacht$960 for 10 guests3 Hourssail through the 181 islands and islets that make up Bermuda, spot shipwrecks and sea life with a local host who can take you to their favorite, unseen places. 

Awaken your sensesSee experience

7 pm:

Don’t fall into the trap of trying to categorise the island. You’ll have heard British charm, cosmopolitan style and a Caribbean attitude, but this place is unlike anywhere else. With menus that offer fish and chips, jerk chicken, sushi rolls and that ubiquitous Caesar salad, you’d be forgiven for the comparisons, but Realize your foodie dreams with private dining in a waterfront home$715 for 12 guests4 Hoursstep inside the home of local and you’ll get a taste of true Bermudian allure – even if you can’t quite put your finger on it. 

Our particular architecture, with singular stepped roofs and pastel walls, is possibly more unique from the inside looking out. Pull up a bar stool at a brick-lined bar for sundowers at a private home or opt for an exclusive private dinner at a waterfront retreat. 

Dinner in one of the island’s most incredible private homesSee experience

For couples, solo travellers and smaller groups, the island’s social calendar offers sunset spirit tastings, secret wine dinners, supper clubs and chef’s tables that will take you deeper into the island’s culinary scene with wordly chefs cultivating their own take on farm and sea to table menus. Two Rock Wine Company, ptix.bm and The Loren at Pink Beach are good places to start. 

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