A Maid of Honor HQ Guide
Gurney's pool-club days, rosé beach picnics, and lighthouse photoshoots
Montauk for brides is a Gurney's oceanfront pool-club day, a rosé beach-picnic afternoon, and a lighthouse photoshoot at dusk.
Three full weekends at three price points in about 60 seconds. Trip terms sheet included.
What to do
beach • 4-6 hours
Montauk's famous surf beach -- rent boards or just lay out
hiking • 2 hours
Hike to the easternmost point in New York State
sunset cruise • 2 hours
BYOB catamaran cruise with sunset views of the Montauk coast
beach • 2 hours
Group surf lessons with experienced local instructors
brewery tour • 1.5 hours
Tour the local craft brewery with tastings and outdoor patio
kayaking • 2 hours
Paddle Fort Pond or the harbor on a calm day
spa • Half day
Oceanfront Roman-pool spa + champagne packages
photoshoot • 1.5 hr
Golden-hour portraits at the Point's lighthouse + cliffs
Where to go out
bar • unhinged • $$
Montauk's most legendary outdoor party bar with DJs and dancing
lounge • balanced • $$$$
Celebrity-magnet waterfront lounge with live music and sunset views
Dress code: Beach chic
bar • balanced • $$$
Boutique hotel bar with outdoor dance floor and retro summer camp vibes
beer garden • chill • $$
Local craft brewery with outdoor patio and food trucks
pool party • unhinged • $$$$
Resort pool and beach club with DJs, cabanas, and ocean views
Dress code: Resort wear
bar • balanced • $$
Live music venue with local bands and a laid-back surf vibe
bar • balanced • $$
Classic Montauk hangout since 1943 -- fishermen and surfers drink here
cocktail bar • chill • $$$
Craft distillery tasting room with house rum cocktails and ocean-town charm
cocktail lounge • balanced • $$$$
Summer-camp boutique-hotel cocktail den — rosé + candlelit seats + DJ nights
Where to eat
Seafood • $$$ • Best for: group-dinner
Waterfront lobster deck on Fort Pond Bay with rosé and sunset views
Seafood • $$$ • Best for: group-dinner
Upscale seafood at Gurney's with panoramic ocean views
Bakery • $ • Best for: brunch
Morning pastries and coffee before a beach day
Seafood • $$$ • Best for: group-dinner
Feet-in-the-sand dining with grilled fish and frozen drinks
Seafood • $$ • Best for: dinner
No-frills lakeside fish shack with the freshest lobster rolls
American • $$ • Best for: brunch
All-day cafe popular for brunch smoothie bowls and avocado toast
Pizza • $ • Best for: late-night
Late-night slices and whole pies -- a Montauk tradition since 1957
Italian • $$$$ • Best for: group-dinner
Oceanfront Italian — bachelorette group-dinner standby
Where to stay
resort • Max 2 guests
Oceanfront resort with private beach, pool, and spa
boutique-hotel • Max 2 guests
Retro summer camp-style hotel with on-site nightlife
airbnb • Max 12 guests
Full beach houses walking distance to bars and beaches
boutique-hotel • Max 2 guests
Minimalist luxury boutique with private beach and fire pits
Three full weekends at three price points in about 60 seconds. Real venues from the list above, parallel tracks for the pregnant friend and the sober bridesmaid, and a trip terms sheet for the group chat so nobody gets a Venmo surprise. Free. No card.
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