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Four things to know before you book
Capacity, drinks, departures and the house.
- Group of seven or more
- Inspected boatA captain without a Coast Guard inspection can carry at most six passengers
- Drinks onboard
- Operator rulesMon Tiki allows beer, wine and seltzers, no hard alcohol
- Departures
- Montauk and the North ForkSails on this page leave from Montauk, Greenport and Shelter Island
- House rentals
- 14 days in SouthamptonSouthampton Town allows no rental under 14 days
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Hamptons bachelorette party ideas for a summer day
Fun options for a beautiful day with the bride and the girls.
A sunset sail
A private catamaran or schooner sail, the perfect end to the day.
Swim stops
Anchor in a quiet cove with floats and water toys for a floating oasis.
Sightseeing
Cruise past the Hamptons harbors, lighthouses and summer homes.
A waterfront lunch stop
Arrive at a Hamptons spot with a dock.
Matching swimsuits
White for the bride and nauti stripes for the crew, for stunning photos on deck.
A picnic onboard
Bring food and drinks where the operator allows it.
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Sailing charters in the Hamptons
Operators with their published capacity and rules.
Mon Tiki
Catamarans from Montauk Yacht Club certified to 49 and 75 guests; a 2 hour weekday sail with a captain is $640 for 6 plus $60 per extra guest and a 20% fee.
East End Charters
Sails from Greenport; the schooner Bonnie Lynn takes up to 32 for 4 hours from $2,650, and the ketch Surprise takes 6.
Sail Selina NY
A private catboat for up to 6; it offers sails for bachelorette parties.
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What to bring on a Hamptons boat day
A packing list for the day.
Sunscreen, hats and sunglasses
Shade is limited on deck.
Water and snacks
Check whether the operator provides any.
Drinks allowed by the operator
Beer and seltzers where permitted; no glass if asked.
Layers
It gets cooler offshore than on land.
Flat, soft shoes
For a wet deck.
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Hamptons bars for bachelorette parties
Places to eat and drink by the water, with their published rules.
Navy Beach
A Montauk restaurant on the sand at Fort Pond Bay, with a launch for guests arriving by water in high season; call for 10 or more.
Duryea's Montauk
Walk-in waterfront dining, open mid-May to late September.
The Surf Lodge
A Montauk hotel and bar with a summer live music series, open Memorial Day to Labor Day.
Claudio's Waterfront
A Greenport bar and restaurant with marina slips, live bands on weekends and events for bachelorette weekends.
Cowfish
Water views in Hampton Bays with a Friday night music series; reservations not required.
Montauk Brewing Company
A 21 and over taproom in Montauk, steps from the surf.
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Where to stay in the Hamptons
Hotels as described on their own sites, and the town rules.
Gurney's Montauk Resort & Seawater Spa
A luxury resort with a guest beach, a summer Beach Club with cabanas and car service to town.
Montauk Yacht Club
A hotel and marina on Lake Montauk with a guest-only beach; Mon Tiki departs from its docks.
House rentals
Southampton Town allows no rental under 14 days. East Hampton Town's registry brochure limits shorter rentals and unrelated occupants, so check the town and the rules before booking.
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Planning a Hamptons bachelorette boat day
The rules, getting there and the budget.
A Hamptons bachelorette party boat day is a sail with a captain from Montauk or the North Fork, a popular celebration spot, with swim stops, sunset views and a waterfront lunch or dinner. For a group of seven or more, book an inspected boat and confirm its capacity, drinks policy and fees in writing.
The right rules for a boat rental
A captained charter without a Coast Guard Certificate of Inspection may carry at most six passengers. If the group rents a boat and drives it, the driver needs a New York boating safety certificate, and New York bans operating a boat while impaired.
Drinks and beaches
The drinking age is 21. East Hampton bans alcohol within 1,000 feet of road ends at some beaches while lifeguards are on duty, and Southampton town beaches close from 9 p.m. to 6 a.m. Several beaches require resident parking permits.
Getting there
The Hampton Jitney Montauk Line is $43 prepaid, and the LIRR runs to the Hamptons from Penn Station and Grand Central.
An inspected vessel, the drinks policy in writing, and an unforgettable sunset sail for the bride.
The Hamptons ruleBefore booking
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Passengers on a captained boat without inspection
A group of nine needs a Coast Guard inspected boat, so ask for the Certificate of Inspection.
Federal rules let a captained charter without a Coast Guard inspection carry no more than six passengers. Inspected boats list their own capacity, such as Mon Tiki's 40 foot catamaran certified to 49 guests or East End Charters' schooner for up to 32.
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A Hamptons bachelorette party weekend itinerary
One way to plan a fun weekend in the Hamptons around a day on the water.
Arrive
Check in at Gurney's or Montauk Yacht Club.
Dinner by the water
Navy Beach at sunset.
Lunch
Duryea's Montauk, walk-in.
On the water
A Mon Tiki catamaran sail with a captain.
The scene
Live music at The Surf Lodge.
Beer before home
Montauk Brewing Company.
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Hamptons bachelorette party boat questions, answered
What the group wants to know for the experience.
How many people can go on a bachelorette boat in the Hamptons?
Six on a captained boat without a Coast Guard inspection, more on an inspected boat.
Mon Tiki's catamarans are certified to 49 and 75 guests.
Can we bring alcohol on the boat?
It depends on the operator; Mon Tiki allows beer, wine and seltzers but no hard alcohol.
Ask before you pack.
Where do Hamptons bachelorette boats leave from?
Montauk, Greenport and Shelter Island for the operators on this page.
Plan transport to the dock.
How much does a sail cost?
Mon Tiki lists $640 for a 2 hour weekday package for 6, plus $60 per extra guest and a 20% fee.
Weekend rates are higher.
Can we rent a house for two nights?
Not in Southampton Town, which allows no rental under 14 days.
Consider a hotel.
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What to read next
Boat party basics, Florida, San Diego activities and Long Island.
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Where this comes from
The operators and rules are as published by their own sources in September 2026.
The places named here
Every operator, restaurant and hotel on this page is named by at least three independent sources, at least one of them authoritative, and its capacity, prices and rules are as published on its own website in September 2026. Revelwick has not visited them, does not rate them and is not paid by them.
Where the rules come from
The passenger rule is from Coast Guard regulations, boating and drinking rules from New York State law, beach and rental rules from the towns of East Hampton and Southampton, and fares from Hampton Jitney and the LIRR.
What the figures are
Any cost given as a per head figure here is a Revelwick editorial estimate for a group of about nine over two nights. It is a starting point for a budget conversation rather than a quote, so check current prices before you book.