Northeast
'Obsessed' Nantucket traveler reveals where to go, what to do on the island in the fall
Nantucket Island has risen to popularity in the last few years thanks to popular books and shows portraying the quaint island.
A woman who’s been “obsessed” with visiting the vacation destination for more than 20 years shared some of her best kept tips and tricks to make the most of your time on the island.
“I have been going there since I was a baby, and then I started working out there at a restaurant during the summers in 2018, so seven summers ago,” Charlotte Drinkwater, a New York-based 23-year-old social media coordinator, told Fox News Digital in an on-camera interview.
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In a TikTok that has garnered over 3.7 million views, Drinkwater shows the beauty of the island — something she said that she and her family have been drawn to for years.
Charlotte Drinkwater (pictured here) has been visiting Nantucket in Massachusetts for more than 20 years. (Charlotte Drinkwater)
Drinkwater, who is originally from Massachusetts, said her parents met on the island “many, many years ago,” so it’s always held a special place in her heart as they would return each summer.
“We grew up vacationing on the island for usually like two weeks at a time, if not more, and then I think when I was in eighth grade… my family got a home there,” she said.
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Nantucket, Massachusetts, is roughly 105 square miles. (Charlotte Drinkwater)
She said, “It’s hard to ever be in a bad mood or have a bad time when you’re out there.”
Drinkwater explained that the island is special for many reasons — one of them being the community of people there that “take care of each other.”
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Drinkwater said that with family-owned restaurants and a lack of stoplights, the historic island is unique and makes “it feel like you’re in a different world.”
Drinkwater credits author Elin Hilderbrand, who is known to write novels about the island, for an increase in tourism over the last few years.
Drinkwater said one of her favorite things to do on Nantucket is eating meals on the beach. (Charlotte Drinkwater)
“She does a fantastic job at portraying the island. Especially after being in all of those places, [the books] really feel like you’re right there,” she said.
She added, “The lifestyle, the things people do and say, wear and act, are very to a tee accurate.”
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Some of her recommendations when visiting the island included eating dinner at Millie’s, enjoying a sandwich on the beach and visiting Cisco Brewers for live music and food trucks on the weekend.
Nantucket is located off the coast of Cape Cod, Massachusetts. (Charlotte Drinkwater)
Drinkwater recommended visiting all ends of the island — which is roughly 105 square miles in total, ranging 14 miles in length and three-and-a-half miles wide, according to the Nantucket, Massachusetts, government website.
“I would say if you’re visiting, don’t stay in one part of the island,” she encouraged, adding, “Try to get around as much as you can.”
The frequent visitor also cautioned visitors to beware of the peak tourism times on the island, specifically July and August, and to plan ahead when you can.
As for visiting Nantucket in the fall, Drinkwater said it’s a “perfect” time to see the island, with locals calling it “local summer” due to the lack of tourists.
A frequent visitor to Nantucket shared some of the best tips for enjoying your trip to the island. (Charlotte Drinkwater;iStock)
“It has the same beautiful weather as the summer, a little less hot, but minus the crowds, so you can go to the beaches and not have as many people there,” she said.
Drinkwater added, “I think, especially in October, seeing those orange leaves fall into the cobblestone streets is so magical.”
Drinkwater said that while fall is still a great time to visit, she recommends going on the weekend as some restaurants will close during the week to give their employees a break from the busy summer tourism rush.
Fall is also a common season for weddings to be held on the island.
“Definitely plan ahead for your dinners because there are not a lot of restaurants on the small island, so they do book up,” she said.
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By Anna Kodé, Gabriel Blanco, Haimy Assefa and Laura Salaberry
June 19, 2026
Boston is allowing outdoor drinking in two neighborhoods this summer while the city welcomes a wave of international visitors during the World Cup, Mayor Michelle Wu announced.
The social districts opened Friday and will run through July 31.
Boston public drinking zones
Patrons will be allowed to consume alcoholic beverages outdoors within designated areas at Union and Marshall streets in Downtown Boston’s Block Historic District, as well as on Temple Place in Downtown Crossing.
According to the city, the initiative along with the decision to extend last call until 3 a.m. for the World Cup “is creating vibrancy for patrons and expanding opportunities for Boston businesses during one of the region’s busiest summers in recent years.”
“As Boston welcomes people from around the world to gather and enjoy our city this summer, these new social districts will create even more opportunities to build community and have fun responsibly,” Wu said in a statement. “These districts help us open our streets in a safe environment for residents and visitors to enjoy themselves, ‘sip and stroll,’ and make lasting memories in our beautiful city.”
Last week, Gov. Maura Healey signed a new law that allowed for cities and towns to create designated areas for public drinking.
How drinking zones work
In order to participate, businesses within the designated zones must file a one-day amendment application with the Boston Licensing Board that states they wish to be included in the districts.
Businesses cannot sell alcohol for public consumption until they receive approval from the Licensing Board.
Hours for the Union-Marshall Street Social District will be 9 a.m. to midnight Monday through Saturday and 10 a.m. to 9 p.m. on Sunday. The Temple Place Social District will be open from 9 a.m. to 11 p.m. Monday through Saturday and 10 a.m. to 9 p.m. on Sunday.
Drinks sold for public consumption will be in clear plastic containers with a sticker or other label that shows where they were sold. Businesses cannot sell more than one 16-ounce alcoholic beverage for public consumption per customer in a single transaction.
Outside alcohol cannot be brought into businesses.
“We are grateful for this opportunity to activate our downtown, support businesses, and create a welcoming, relaxed atmosphere in two of Boston’s entertainment districts,” Corean Reynolds, director of nightlife economy, said in a statement. “Both residents and tourists can benefit from these Social Districts. After the summer, we look forward to continuing our work creating a nightlife infrastructure that works for everyone.”
The decision to trade catcher Joey Bart to the Braves gives the Pirates a solution to a problem that soon needed to be made.
Bart had been on a rehab assignment with Triple-A Indianapolis, working his way back from a left foot infection that kept him out of action for over a month.
With Bart nearing a return, the Pirates were going to have to figure out what to do at catcher with Henry Davis and Endy Rodríguez splitting time behind the plate in his absence.
Given how Rodríguez has been swinging the bat since he was recalled from Indianapolis to replace Bart on the active roster, there was no way the Pirates could’ve sent him down. In 23 games, the 26-year-old has a .267/.413/.467 batting line with three doubles, three home runs, eight RBI, two steals and a robust 19.7% walk rate.
Davis, meanwhile, has struggled to an anemic .138/.242/.285 batting line with four doubles, five home runs and 17 RBI in 47 games. While he hasn’t offered much with the bat, he’s been responsible for two defensive runs saved and leads MLB with a 55% caught stealing rate.
Now that Bart has been traded, Rodríguez and Davis will remain the catching tandem at the big-league level with Rafael Flores Jr. as the top backup option with Indianapolis. Flores is considered Pittsburgh’s eighth-best prospect on MLB Pipeline.
For the first time in the big leagues, Rodríguez is realizing the potential that once made him one of the top 100 prospects in baseball. Because of that, he should get the majority of the playing time with Davis continuing to catch Paul Skenes’ starts and filling in when needed.
As for the return, the Pirates known what to expect from Hunter Stratton, who spent nine seasons in the organization and made 47 appearances with the team from 2023-25.
The bullpen has been an obvious weak spot for the team this season, and while it was somewhat surprising to see the Pirates assign Stratton to Indianapolis, he improves the pitching depth and will almost surely be called upon at some point this year.
In 60 career big-league appearances between the Pirates and Braves, Stratton is 3-2 with a 3.75 ERA and two saves. The right-hander spent most of the 2026 season with Triple-A Gwinnett and went 2-4 with a 4.38 ERA and 24 strikeouts in 24.2 innings across 21 appearances.
One more important note about the trade is that the Pirates saved some money in the deal, which could be used later in additional trades to add to an already record-setting payroll. Stratton is a pre-arbitration player, while Bart is making $2.53 million this season.
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