Exactly Where You Should Go on a Weekend to Cape Cod

May 26, 2017


While it is said that Boston comes alive in the summertime, warm weekends are still notoriously dedicated to escaping the city. Living in New England means there are endless possibilities that are just a drive away – but Cape Cod is always the go-to. With Memorial Day this weekend – and many of us heading down to the Cape, it can sometimes be difficult to pinpoint exactly where to go. We’ve got you covered, though - below is a complete guide on how to make the most of your weekend getaway to the Cape.


Central Cape Cod

A classic choice for those looking to get out of the hustle & bustle for a weekend, the Cape is far enough away to make you forget your worries, but close enough that it can be easily accessed via car or public transportation. With so many unique beaches and quaint towns to explore, it offers a new experience with every visit.


Breakfast: Grumpy’s Restaurant, in East Dennis proves to be anything but what the name insinuates. With hearty plates filled to the brim with all the best comfort foods, it's bound to leave a smile on your face before you’ve even finished your morning coffee. 


Lunch: One of the oldest seafood spots on Cape Cod, Kream ‘n Kone has been feeding visitors fried fare since 1953! Generous portions & fast service make it the ideal family-friendly gathering spot that’ll make you want to keep coming back.


Dinner: Seaside dining and a BYOB friendly policy makes Sesuit Harbor Cafe a favorite among locals and tourists alike – and how can you go wrong when you can bring your own booze? Casual picnic-style seating & raw bar bites make it the perfect place to refuel after a long (and hard) day at the beach. 


Drinks: If you’re looking for live music and post-dinner mudslides, The Beachcomber is the place to be. Located in Wellfleet - and overlooking Cahoon Hollow Beach, it is the perfect destination for a night-out, as well as some dancing - and a view of the water makes it even better. 



With nearly 64% of all properties on this tiny island owned by seasonal residents, Nantucket really delivers during the hot summer months. Erupting into a hot spot with trendy restaurants, high-end shopping and beautiful beaches, Nantucket is perfect for a weekend of wine with the girls - or a festive family holiday.


Breakfast: Break through your morning fog with a heaping stack of pancakes at the Fog Island Cafe. Whether you prefer your omelet served al fresco or would rather enjoy a burrito at the breakfast bar, this cozy & casual spot makes it easy to get a jump on the day.


Lunch: Provisions provides the people of Nantucket with quick & simple deli-style choices for those humid days.  Made-to-order with fresh ingredients, you can’t go wrong with their famous turkey sandwich - or a classic summer salad. We recommend taking them to-go, so you don’t waste any time exploring.


Dinner: Met on Main is the summertime sister of the Boston’s iconic, Met Back Bay. Met on Main offers the comfort of our beloved city – but with a fun, seaside twist. They also ensure that each evening is celebrated – by offering a rotating specials menu that’s different each night of the week!


Drinks: No matter who you are or where you come from, The Chicken Box has a place for you.  With live music from a variety of different genres & a calendar chalk-full all summer long, it makes you rethink the stereotype around classic dive bars. You’ll go there for a cold beer - but will definitely end up staying longer for the atmosphere.


Martha's Vineyard

Sprinkled with lighthouses and sandy beaches galore, this island truly transports you to another world. Only accessible by air or sea, its sprawling farmland and hidden harbor towns, offers a true escape from city-life – giving you the ultimate destination to truly relax & unwind. 


Breakfast: Among the Flowers Cafe is a fan favorite for coffee and quick eats before a day of fun in the sun.  With a relaxed patio feel & breakfast offered all day, this spot makes it easy to run on island time.


Lunch: When in Rome, do as the Roman’s do. When on the Vineyard, do as the locals do - and dine at the Art Cliff Diner. Locally famous since 1943, this retro diner serves up classic lunch faves in a homey & inviting environment that’ll make you feel like you’re from the island.


Dinner: Put an end to your search for upscale surf & turf with the Harbor View Hotel’s Lighthouse Grill. Pair your classic fish or steak entrée with a selection from their eclectic wine list or draft beer, all while admiring one of the most breathtaking the island has to offer.


Drinks: Sharky’s Cantina on Upper Main Street is the quickest way to spice up any evening. Soak up the salt air on their patio while you sip on a salted (or sugared – we don’t judge) signature margarita. Sharky’s isn’t as upscale as some of the other restaurants on the island, so it’s a great spot for millennials who are looking for a fun time.


Where are your favorite must-try places around the Cape? Let us know in the comments below. 



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