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Montauk Weekend Getaway | The Perfect 3 Day Itinerary for a Weekend in Montauk, NY

Shadmoor cliffs in montauk new york at sunrise overlooking the ocean.

Montauk has a really special place in my heart and it should have a place in yours too! A small fishing village, a surfing town, a family beach vacation, a weekend getaway – Montauk means a lot of different things to a lot of different people.  To me, Montauk is home.  There is a good reason thousands of people decide to spend a weekend in Montauk each summer – it is a truly special and beautiful place.

Keep reading for my 3 Day Itinerary Guide for a Montauk Weekend Getaway including what to do in Montauk, where to eat and drink, and where to stay.

You might also be interested to read in my 12 Best Things to do in Montauk in the Summer post.

Download my FREE Montauk Pocket Travel GuideThis pocket guide includes easy access to my most recommended (& favorite!) places to eat for breakfast, lunch or dinner, all of the best beaches, best hikes and top things to do in Montauk right on your phone.
Sign up to get your guide below!

girl wearing denim shorts standing in middle of road with sunrising behind her. weekend in Montauk

Where to Stay for a Weekend in Montauk, NY

You need to find a place to stay before we get into what to do in Montauk! If you’re just staying for the weekend in Montauk I would recommend staying in a hotel (they’re fun!) but airbnb is always a good option as well. The dollars signs represent cost for hotels during the summer months.

$ = under $500 per night
$$ = $500+
$$$ = $800+ per night
$$$$ = $1,000+ per night

Did you know: when you book a stay from any of the links on TRVL Collective, I earn a small commission which helps keep this blog running and at no additional cost to you! 
Thank you for supporting!

Ditch Plains Beach.  Dark clouds over the beach.

What to do in Montauk, NY | Montauk Weekend Getaway Itinerary

Montauk has so many great restaurants and places that I haven’t included on this list.  This post is meant to be a guide to help you plan your best weekend in Montauk. Read below for what to do in Montauk and my suggested 3 day Montauk weekend getaway itinerary!

Only have enough time to take a day trip to Montauk?  Read what I would suggest if you only have one day to spend in Montauk!  Coming Soon!

Day 1 in Montauk, NY

  • If you’ve arrived the night before, I suggest grabbing a coffee or light breakfast at Blue Stone Lane and taking a walk in Shadmoor State Park.  My favorite walk to leads you on top of the buffs with Ditch Plains as your backdrop as you walk East.  The whole walk is about 2+ miles there and back.  (click here for a list of the 8 best walks and hikes in Montauk)
Girl on edge of cliffs in Montauk NY watching the ocean and waves at Shamoor state park.
Girl on edge of cliffs in Montauk NY watching the ocean and waves at Shamoor state park.
  • If you’re up for exploring a bit more, head to the Montauk Lighthouse & Camp Hero State Park for a bit of history and amazing ocean views.  Commissioned by George Washington in 1792 and completed in 1796 the lighthouse still serves as a navigation tool.  Camp Hero served as a military base for many years and old bunkers, a Radar tower, and some dwellings still exist in the park.
Montauk Lighthouse
montauk lighthouse on a beautiful spring day blue skies and blue ocean
Montauk Lighthouse, NY – $24+
  • You’ve come out to Montauk – I hope you want to enjoy the beach!  The best beaches are in town with free parking for anyone.  There is also a parking lot with paid parking next to the IGA in town. Read my guide to the best beaches in Montauk here.
Montauk Beach
  • If you need a casual late lunch (or a few afternoon margaritas) TT’s or Hideaway is your answer.  
mexican corn and watermelon margarita
  • Or you can grab a quick slice at Blade + Salt before heading off to watch the sunset.
  • You can not miss a Montauk sunset!  The Montauket has some of the best views over Fort Pond Bay.
  • After you’ve watched the sun set into the Long Island Sound and had yourself a few drinks – head into town to enjoy a great dinner.  I love 668 The Gig Shack for smaller bites (although they have amazing entrees too) & The Harvest for a group dinner served family style – try to sit outside in the garden if you can!

Planning more than just a weekend? Read my Complete Montauk Travel Guide here!


Day 2 in Montauk, NY

  •  Craving a refreshing açaí bowl?  Get to Happy Bowls for a morning açaí bowl where you can choose your favorite toppings.  Cash only!
What to do in Montauk - happy bowls acai bowl
  • Have an Uber or local cab drop you off at Ditch Plains Beach for the day.  You must have a parking sticker to park in the parking lots and you will get hit with a nice parking ticket if you choose to park without one.  (don’t be that person)
  • Get lunch at the  Ditch Witch!  It’s my all time favorite food truck.  One of my favorites is the sesame noodles and you can add poke on top if your little heart desires.  Cash only!
Ditch Witch Montauk food truck at Ditch Plains Beach

Psst! Did you know I own and design a swimwear line? Shop Summer Label swimwear here!

  • After baking all day under the hot summer sun, you’ll want a tasty drink cool you down.  Some after beach favorites are: BBC’s at Best Pizza, Rum cocktail at Lynn’s Hula Hut and anything from The Pool Club at Gurney’s Star Island.  RIP Liars!!!
  • For sunset and dinner I recommend two places: The Crow’s Nest & Inlet Seafood.
  • Inlet Seafood is a second story restaurant over looking the jetty with a perfect view of the sunset.  The restaurant has amazing sushi as well as a range of appetizers and entrees.
  • If you decide to come to the Crow’s Nest, come on the earlier side to ensure you will get a table.  Walk down to the beach bar, on the shore of Lake Montauk, to enjoy a watermelon cooler and watch the sky change color as the sun sets and you wait for your table.  The food is amazing – the whipped ricotta is a must!
  • Of course nothing beats an at home BBQ or beach picnic to watch the sunset!
Two people watching the sunset at navy road in Montauk NY over looking Fort Pond Bay

Day 3 in Montauk, NY

  • Are you hungover? Goldberg’s Bagels will help you out.  Order a flagel – a flat bagel that gets nice and crispy when toasted.
  • If you want a break from the beach – go on a 1/2 Day fishing charter out of Montauk Harbor!  You can get a great take out lunch from Joni’s and stock up on beverages from Montauk Beer & Soda.
  • In the afternoon be sure to hit up Montauk Brewing Company for a cold beer!  They always have new beers on tap to try and you’re always guaranteed to have a great time here! (plus I work here :))
Weekend in Montauk - Red brewery barn of Montauk Brewing Company with american flag in front of building
  • If shopping is more your thing.. walk around town and discover so many great locally owned boutiques.  Some of my favorites: Destination Haus, Quincy, Beach Taun, 8th Drifter, Mako’s Vintage, Below the Blue, Montauk T-shirts and Candied Anchor.
  • If you’ve decided to extend your weekend in Montauk and stay Sunday night, enjoy live music at the Surf Lodge or Salivar’s on the harbor.  Both a great time!
  • End your evening with my favorite restaurant, The Dock.  It’s a Montauk staple!  Located at Town Dock, The Dock restaurant is a great little tavern-esq place.  Simple food, but amazing food.  I seriously love the whole menu but some of my favorites are: Jalepeno Poppers, Mussels, Clams Casino, Tuna Melt, Chili, Vegetarian Sandwich and the specials are always good.

TRAVEL TIPS:

  • Coming in the off season?  Read my Off Season Guide to Montauk for the best things to do in the Winter, Spring and Fall.
  • Click here for the most photograph worthy and instagrammable spots in Montauk.
  • Montauk is about a 3 hour drive my NYC however, in the Summer months you can hit tremendous traffic.
  • If you don’t drive out, the best way to get to Montauk is by the LIRR (train) or the Hampton Jitney bus.
  • The closest airport is ISP but most flights will come into JFK or LGA.
  • If you are coming from New England, there is a ferry from New London, CT on the Viking Fleet.
  • Montauk is an expensive place to visit.  Expect cocktails and wine to be $15+ and entrees at restaurants to be over $30.  Cabs and Ubers are also expensive but worth the alternative 🙂
  • You can’t park at Ditch Plains unless you have a parking permit.
  • Always be respectful of the environment. Montauk is a beautiful place, let’s keep it that way!

Download my FREE Montauk Pocket Travel GuideThis pocket guide includes easy access to my most recommended (& favorite!) places to eat for breakfast, lunch or dinner, all of the best beaches, best hikes and top things to do in Montauk right on your phone.
Sign up to get your guide below!

girl in white dress and guy wearing shorts looking out to the ocean on the beach in Montauk

Leave a Comment OR Question Below!

I’d love to respond to your questions or know if you used this blog post to help plan your trip!

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9 COMMENTS

  • Virginia - Ginnie Davis

    Very informative and clear, nice variety in all categories. Keep it going!!
    Lovely photos

  • goldie lazar

    Hi,

    I was out there with my daughter couple of years ago. She knew about a farm where different fields are open for the public to pick.
    Do you know where that is???
    Also, where do we passes to park at Hither Hills State Park?
    Thanks.

  • Lynda

    Hi! I have twin daughter’s that are turning 16 in July and would like me to plan a 2-3 day getaway in Montauk with about 8 of their friends. I would love it to be on a beach. Preferably renting a house. Any ideas?

    • ariana
      AUTHOR

      Hi Linda! I think your best option would be to check airbnb for a house suitable for all 8 OR I would recommend The Albatross Hotel or The Royal Atlantic hotel right in town. They’ll be able to walk (almost) everywhere and both options are right on the beach (or across the street!)
      (excuse my delay in response – I just had to sift through hundreds of spam comments!)

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