Private cruises on our classically handcrafted boats.
Welcome to your boat away from home.

Shari and Scott have shared their passion for
boating with their guests from Manhattan to Montauk. Our boating experience started way before that as we spent out summers living on a boat in Montauk.

Since our first season, we’ve been creating a experience unlike anything else offered in the North Shore of Long Island.

Each one of our yachts offer guests unique experiences, with all the amenities to provide comfort for your time on the waters with us. Our yachts have two staterooms, a full bathroom, and are fully equipped with air conditioning, heat, as well
a full entertainment system. Please see the full
list of amenities on ‘The Yachts’ page.

We hope you make yourself at home and
enjoy your day aboard the Too Happy Charters.

Choose between the various cruising options for
an itinerary that matches your relaxation dreams.

Too Happy Charters is an exclusive, intimate cruise
experience embarking from Huntington Harbor.
Once aboard our classic ships you will be greeted
and catered to by your hosts.

Founded in 2018, Too Happy Charters was created
by Shari and Scott to share their love of boating with all! Cruising out of the Huntington Harbor, our charters are a one of a kind experience. Combining a love of food and leisure, while enjoying the waters of the North Shore of Long Island.

As we’ve grown over the past five years, our offerings have expanded and we are now excited to share our newely resorted yacht, ‘The Head Boat’.
With these two full time yachts, ‘The Head Boat’ and our beloved ‘The Local Boat’, we will have more availability for both Sunset and Day Cruises from May through October.

OUR FOUNDERS

Captain Scott is a licensed USCG captain
who has been driving, living and refurbishing boats for his entire life.
Growing up on the waters of Long Island,
focused in Montauk, Scott is a well-seasoned captain
who has been sailing the East Coast for over 30 years.

Shari is a recipe designer, blogger, designer and creator of TooHappyLiving.com. She has been hosting parties of all sizes, for all ages, on land and at sea for many years. She is always exploring local markets in pursuit of the freshest ingredients for her newest culinary creation.
Behind the bar and the stove, she is effortlessly
able to transform the galley on the Too Happy
into a gourmet kitchen.

 
 

The Sunset Cruise

Our sunset cruises are perfect for any special occasion. Enjoy an amazing view of the surrounding historical sights while cruising the local harbor and catching a beautiful sunset. Sunset cruise includes a variety of starters and a light dinner inspired by the fresh pickings of the day.


 

The Day on Anchor

Spend the day anchored in Lloyd Harbor. Relaxing on the deck, lounging on rafts and dhingying around. The Day on Anchor includes a variety of starters and a light meal inspired by the fresh pickings of the day.


 

The Day Trip

Choose from our destination offerings and spend an entire day aboard Too Happy. Have the opportunity to dock and explore a new town. Includes snacks and drinks.