Sunset Sip & Sail: Private Hamptons Bay Cruise for Groups

What you'll do:

Get ready to cruise the bay in style aboard a private 22-person tiki-style boat, where you and your crew can relax, dance, and celebrate under the Hamptons' sun. Bring your favorite drinks and snacks to enjoy on board while you blast your own playlist on the sound system. Whether you’re planning a birthday bash, bachelorette party, or just a fun day out, your group can choose the time and vibe, from a laid-back afternoon cruise to a golden-hour sunset sail or a moonlit party on the water. With stunning views across Shinnecock Bay and plenty of photo-worthy moments, this is the ultimate way to sip, sail, and celebrate life in the Hamptons.

Why we love it for your party:

• Built for your group (Boat seats up to 22, so everyone’s together)

• Flexible & memorable (You pick the vibe—from chill for birthdays to full-on party mode)

• Scenic Hamptons backdrop (Cruise the calm waters of the Hamptons, ideal for group photos and vibe)

• Turnkey fun (Just show up with your crew, your drinks & your playlist — they’ll take care of the rest)

About this experience partner:

Hamptons Bay Cruises is a local company based in Hampton Bays, NY, dedicated to creating private charter experiences that are both luxurious and laid-back. Their signature vessel, The Drift Out, is designed for group celebrations and customizable events, from bachelorette parties and birthdays to corporate outings and sunset sails.

Additional information:

• Cost: Prices vary depending on group size and length of cruise (example: 2-hour private cruise for up to 8 guests starts at ~$1,000).

• Parties customized to fulfill the needs of the group, and customizable packages are available

• Rain or shine: Cruises run in most weather — if conditions become unsafe (e.g., high winds, thunderstorms), they’ll reschedule or credit you.

• Bring your own food & beverages (confirm with operator).