Cape Cod Capers: My Off-Season Odyssey (with 87% Less Tourists)

Mar 05, 2024

Ah, Cape Cod. Land of glistening beaches, quaint villages, and enough lobster rolls to clog your arteries (in the best way possible). But who wants to vacation shoulder-to-shoulder with the summer crowds? Not this intrepid explorer (that's me!). So, I bundled up my intrepid sidekick, Enzo (aka my kid on winter break), and embarked on a gloriously off-season adventure to the Cape.

Channel Your Inner Revolutionary with a Talking GPS

Forget your average road trip playlist. We blasted the Freedom Trail audio guide, turning our car into a time machine. From Plymouth Rock (where Enzo declared, "That's a pretty big rock," with all the enthusiasm of a damp napkin) to the iconic Nauset Lighthouse (the one gracing every bag of Cape Cod Chips - because apparently lighthouses double as chip mascots?), we learned more random historical facts than you can shake a cranberry scone at.

Kid in front of Plymouth Rock
Enzo at Plymouth Rock

Cape cod chips, Nauset lighthouse
Logan and Enzo at Nauset Lighthouse

P-town: Where Art Meets Oysters (and Possibly a Side of Sass)

Provincetown, or P-town as the cool kids call it (sorry Enzo, you're not quite there yet), is a kaleidoscope of art galleries, adorable restaurants, and shops that would make your credit card weep (but in a stylish way). We fueled up on plump, briny oysters (Enzo bravely tried one, then politely informed me it "tasted like the ocean after a storm"), indulged in a decadent lobster dinner, and Enzo had fried clams.

Fresh lobster
Lobster dinner

Living Like Royalty (at Least Until Checkout)

Our digs for the weekend? The Chatham Bars Inn. Imagine sprawling green lawns dotted with charming New England cottages, all leading down to a beach so pristine it could be a movie set. Our humble abode (okay, fine, it had a fireplace, ocean view, and private patio) felt straight out of a luxury magazine. They even have a Forbes 5-star rating, which basically means you're obligated to develop a British accent for the duration of your stay (optional, but highly encouraged).

In front of Chatham bars inn
Chatham Bars Inn

Private beach at Chatham Bars Inn
Private beach

Stars in Our Eyes (and a Hefty Bill at the Restaurant Named Stars)

Dinner at the Inn's main restaurant, Stars, was an experience. Prepare to loosen your belt (metaphorically, the resort robes are already luxuriously loose) because the price tag can knock you flat on your backside. But hey, when was the last time you casually ordered caviar and pondered the intricacies of a 20-page wine list? Exactly.

Dinner at stars restaurant in Chatham bars inn
Dinner at Stars Restaurant

Perks Galore (Because Who Wants to Lift a Finger on Vacation?)

The best part? The resort pampers you like a prize poodle. Free bike rentals? Check. Town car service to downtown Chatham (though it's totally walkable if you're feeling energetic)? Check. Tennis courts, beach umbrellas, and enough comfy lounge chairs to create your own personal throne? Check, check, and check. Plus, thanks to my trusty Amex Platinum card (not sponsored, but seriously, it came in clutch), I scored breakfast for two, resort credit, a room upgrade, and a guaranteed late checkout. Basically, they practically begged me to stay.

Chatham Bars Inn
Private patio

The Verdict: Cape Cod Shenanigans Approved

Cape Cod in the off-season? A win in my book. Delicious seafood, stunning scenery, and enough art to keep your inner Picasso happy. Just remember, bring your appetite, your walking shoes (or take advantage of the free town car, no judgment), and maybe a hefty wad of cash (especially if caviar is calling your name). But hey, you only live once (unless you're a lobster, then you get to live twice... I think?).

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