Curated Road TripsCurated Road Trips

    Day Itinerary

    9 Activities
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    Day 1

    195 mi0.9 mi

    Eating Your Way up the Connecticut Shoreline

    Your first day will take you quickly out of the city and up the Connecticut coast. But first: some soulful stops in Harlem. Once fuelled up, check out local farms with cooking classes and fresh-picked foods, and eat at local favourites. You’ll even find the inspiration behind a classic Julia Roberts film! This day is all about learning more about coastal life in the Northeast.
    Malcolm Shabazz Harlem Market

    Malcolm Shabazz Harlem Market

    Open Details
    This vibrant piece of Harlem culture is a perfect first stop as you make your way to Connecticut. The market, which features African textiles, food, and other goods, has a lively daily presence in the heart of a thriving multicultural community.
    The market is open 10:00 a.m. to 8:00 p.m. daily.
    0.6 mi
    15 min
    Sylvia's Restaurant

    Sylvia's Restaurant

    Open Details
    Named the Queen of Soul Food, Sylvia's will dazzle your taste buds with soul food classics. You cannot go wrong at this neighbourhood staple, with wings, chicken and waffles, or fried fish; plus, the sides are all delectable. With reasonable prices, plentiful portions, and loads of charm, your only difficulty will be saving room for all the other food on your trip!
    Opening Hours: Sunday – Tuesday: 11:00 a.m. – 8:00 p.m. Wednesday – Saturday: 11:00 a.m. – 10:00 p.m.
    32.9 mi
    1 hr
    The Bruce Museum Seaside Center

    The Bruce Museum Seaside Center

    Open Details
    The Bruce Museum is a very neat coastal education centre housed in an architecturally beautiful building. With art, science, and natural history, the museum features many wonderful and rotating exhibits. Here, you’ll get to learn more about the Long Island Sound, and the beautiful Northeastern coast more generally.
    Please note that the Bruce is currently constructing a new museum that will be open in early 2023; until then, only the permanent science exhibits are open.
    A beach pass is required to get to the Bruce.
    Opening Hours: Tuesday – Sunday: 10:00 a.m. – 5:00 p.m. Monday: Closed
    20.5 mi
    40 min
    Wakeman Town Farm

    Wakeman Town Farm

    Open Details
    Time for a Connecticut coastal gem. The Wakeman Town Farm is a beautiful place to immerse yourself in food, cooking, and farming. With a slew of events throughout the year, Wakeman is a culinary gathering place for locals. If you can arrange your trip to include a cooking class, book it!
    Booking a small group tour is recommended if you want to visit the farm and animals. Visit their Facebook for updated information.
    8.5 mi
    20 min
    Silverman's Farm

    Silverman's Farm

    Open Details
    Looking for that classic autumnal experience? Visit Silverman's Farm to pick apples and berries, buy products grown right there, and visit animals. This popular spot for picking your own fruits and veggies is a perfect American experience, and you’ll have a hard time not buying all the fresh food and treats! They also run tractor rides in the fall.
    The market and animal farm are open 9:00 a.m. to 5:00 p.m. daily. For more information on fruit picking, animal visits, and tractor rides, visit the website.
    54.7 mi
    1 hr 10 min
    Carlson's Landing

    Carlson's Landing

    Open Details
    After the farm experience, you’re going to head to a modern coastal bar for a quick happy hour drink! Carlson’s Landing is a beautifully designed restaurant and bar with excellent cocktails and seafood. Have a small plate of oysters with your drinks before heading to your next stop for dinner.
    Opening Hours: Wednesday – Saturday: 11:30 a.m. – 3:00 p.m., 4:30 p.m. – 9:00 p.m. Sunday: 11:30 a.m. – 3:00 p.m., 4:30 p.m. – 8:00 p.m. Monday – Tuesday: Closed
    28.5 mi
    40 min
    Mystic Pizza

    Mystic Pizza

    Open Details
    While this route doesn't have you eating at Mystic Pizza, the actual spot that inspired the famous Julia Roberts movie, it’s still worth a short stop to check it out. The local hotspot in the small town of Mystic has solid pizza if you’re craving it, but the history of the spot makes it a fun quick trip.
    0.3 mi
    5 min
    The Shipwright's Daughter

    The Shipwright's Daughter

    Open Details
    Now it's time for the main course. The Shipwright's Daughter is a beautiful modern restaurant with an interior that feels coastal and classy. The food is fantastic. With Long Island Sound staples such as oysters, fresh vegetables, and other seafood, you’ll enjoy the contemporary take on tried and true dishes.
    Dinner is served from 5:00 p.m. to 9:00 p.m. Sunday to Thursday, and 5:00 p.m. to 10:00 p.m. Friday and Saturday. Reservations are recommended and can be made here.
    49.9 mi
    1 hr 10 min
    The Chanler at Cliff Walk

    The Chanler at Cliff Walk

    Open Details
    Now you’ll cross one more state border into Rhode Island to stay at one of the finest hotels in the East. The Chanler at Cliff Walk is housed in a gorgeous Newport cottage built in the late 1800s. The historical building has hosted many famous guests and, once you stay, you’ll be able to see why!
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