As the Friday evening sun kisses the horizon, you’ll gather with fellow Members for a lawn-side welcome celebration accented by an upscale Montauk Clambake, freshly shucked oysters, waterfront lounges and bars, and live music by David Higgins.

Dress: Cocktail Attire

Saturday invites you to begin anew with beachside daydreaming before exploring and experiencing the best of Montauk. Activities include day cruises by X Shore and Barton & Gray Mariners Club, electric motorbike tours by CAKE, an aprés sail pool party with JAJA Tequila, paddleboarding with Beau Lake, and much more!

All excursions have limited space. As a courtesy, please only RSVP if you are able to attend.

Dress: Outdoor Boating Casual Attire

Your adventure on the water awaits with a complimentary captained cruise aboard either an all-electric X Shore Eelex 8000 vessel, or a Barton & Gray Hinckley yacht. You and a guest will take in stunning ocean views amidst Montauk’s soaring bluffs and seagrass blanketed dunes.

10:00am – 3:00pm | Embarking from Sunset Pier

RSVP for X Shore
RSVP for Barton & Gray

Tour Montauk’s beautiful coastline and spectacular sun swept beaches on a high-performance and easy-to-ride electric bike by Swedish manufacturer, CAKE. You’ll enjoy a VIP tutorial of the versatile Ösa Flex model, and then hit the road for a guided expedition around Montauk led by a CAKE specialist.

9:00am – 6:00pm | Embarking from Montauk Yacht Club’s front parking lot

RSVP for Cake Moped Tour

Experience the timeless design and innovative craftsmanship of Beau Lake’s luxury paddleboards alongside famous Hamptons paddleboard specialist, Gina Bradley (aka “The Paddle Diva”). Gina will offer personalized SUP lessons on tranquil Lake Montauk for paddleboarding beginners and experts alike.

Each lesson is 30 minutes for up to 4 guests at a time.

2:00pm – 4:00pm | Embarking from Sunset Pier

RSVP with Gina Bradley

Strengthen your body and empower your mind with an epic studio ride at SoulCycle Montauk! Join fellow Members for a morning ride complete with high-intensity interval cardio and focused toning. This incredible workout brings the joy of movement, music and community in one setting. Just ride to the beat and remember, any other moves are simply extra credit.

Riders will leave the resort at 8:00am sharp to provide everyone 15 minutes to prep in-studio before the class.

8:00am | Leaving from Montauk Yacht Club’s front desk / main entrance

RSVP for SoulCycle

Take “flite” with the most highly awarded electric hydrofoil in the world! You haven’t truly taken in the stunning sights of Montauk until you’ve glided 2 feet above the water on a Fliteboard! The amazing instructors of Hamptons Fly will guide you through how to operate the board, and before you know it, you’ll be soaring above the water.

12:00pm – 4:00pm | Embarking from Sunset Pier

RSVP with Flite

In addition to Member excursions, Montauk Yacht Club will be abuzz with music, cocktails, and more throughout Saturday. Join us all day or just stop by!

Aprés Sail Pool Party by JAJA Tequila
Whether you’re between adventures or in search of sunbathing bliss, join JAJA Tequila for a poolside party featuring summer-inspired small batch tequila cocktails, colorfully refreshing surprises, and music by DJ Oli Benz.

Commemorative hats by Melin
Melin’s line of premium headwear enables athletes and adventurers to do more of what they love. Stop by the Melin pop-up on Sunset Pier and get your exclusive complimentary Safe Harbor Dream Weekend hat!

Oasis & Spritz Bar by Ketel One
While daydreaming in Montauk, you’re invited to “play bartender” and create your very own cocktail featuring the sophisticated, yet delightful, Kettle One Botanical. It’s the perfect way to have a refreshing beverage without compromising on taste.

Sip back and relax at Sunset Pier
For the moments in between your Montauk adventures, Sunset Pier will be bustling with a variety of refreshments and complimentary cocktails courtesy of our Safe Harbor Dream Weekend partners at Mount Gay Rum, Wolffer Estate Vineyard, JAJA, Boxed Water, Boisson, Spindrift Spiked, Montauk Brewing Co., Ketel One Botanical.

Share stories of the day’s adventures at an evening Seaside Soiree including passed hors d’oeuvres, gourmet crudité, bespoke cocktails and live music by Montauk local Annie Trezza & Band.

Dress: Cocktail attire

As the sun rises over the salty shores, bid adieu with light morning bites and fond farewells.