‘Obsessed’ Nantucket traveler reveals where to go, what to do on the island in the fall, offering a window into the soul of this enchanting getaway.
Nantucket Island has seen a surge in fame recently, thanks largely to captivating novels and popular television series that showcase its picturesque charm. A woman who has been devotedly drawn to this idyllic destination for over two decades shared her treasured insights on how to savor every moment spent there.
In a TikTok video that has captivated 3.7 million viewers, Charlotte Drinkwater highlights not just the visual splendor of the island, but also the emotional warmth it has provided her and her family for many years. This isn’t just a vacation spot; it’s a sanctuary intertwined with her family history.
Originally hailing from Massachusetts, Drinkwater fondly reflects on how her parents first met on Nantucket many years ago. Each summer became a tradition, filled with laughter and sun. “We usually spent two weeks soaking it all in,” she reminisces, allowing memories to weave through her thoughts as if they were as tangible as a salty breeze.
Drinkwater feels an unparalleled joy when she’s on the island, as though the sheer natural beauty wraps around her like a favorite blanket, comforting and inviting. “It’s hard to ever be in a bad mood or have a bad time when you’re out there,” she notes, illustrating the magic of a place where tranquility and community thrive.
She values the close-knit culture, emphasizing the islanders’ supportive spirit. The family-owned eateries, coupled with the absence of stoplights, evoke a nostalgic atmosphere where time seems to slow. “It feels like you’re in a different world,” she says, a smile threading through her voice as she reminisces about the charm of a bygone era.
Drinkwater recognizes that much of the island’s recent popularity stems from the works of author Elin Hilderbrand, whose novels capture the essence of Nantucket. “She does a fantastic job at portraying the island,” Drinkwater explains, her enthusiasm palpable. Each story makes it seem like readers are wandering through the same cobblestoned streets, embracing a lifestyle that feels both familiar and profound.
Among her favorite activities is dining at Millie’s for the ultimate seafood experience, and Sheila’s Sandwiches, where a simple meal becomes an adventure, especially with the ocean as a backdrop. She also adores Cisco Brewers, where live music pulses through the air, transcending mere entertainment into a shared experience that fills hearts with joy.
With the island stretching over 105 square miles—14 miles long and three-and-a-half miles wide—Drinkwater encourages weary travelers to explore every corner. “I would say if you’re visiting, don’t stay in one part of the island,” she advises, her passion encouraging visitors to journey forth, to uncover hidden gems and cherished spots.
However, during the bustling months of July and August, she urges guests to plan ahead, as the island becomes alive with tourists. In her eyes, fall is the island’s best-kept secret—a “local summer,” as many refer to it due to empty beaches and perfect weather. The leaves turn to fiery oranges, creating a tapestry that dances in the crisp autumn air. “The way those leaves touch the cobblestones speaks to something magical,” she reflects, her tone turning philosophical.
She believes weekends are ideal for a visit, although some eateries may close during the week for employee respite after the summer rush. This season often fills the island with couples celebrating love, making it equally enchanting for those wandering through beautiful backdrops of nature.
“Make reservations for dinner,” she advises, as the supply of restaurants is limited, and they tend to fill quickly. It’s a simple but vital tip, reflecting the thoughtful nature of someone who has woven their heart into the fabric of Nantucket.
