Get outside
Hamptons Adventure
Surf, sail, hike, climb, fish, camp, skydive — 20 ways to get outside on the East End, with real operators and real phone numbers.
Get outside
Surf, sail, hike, climb, fish, camp, skydive — 20 ways to get outside on the East End, with real operators and real phone numbers.
Amagansett · Beginner · May-Oct
$15 permit · half day
Verified 2026-04-12
No commercial operator — see safety note.
Safety: Always check the DEC closure map before going — Napeague closes after heavy rain for paralytic shellfish poisoning risk. Only legal-sized clams (1" thick at the hinge for hard clams).
View details →Springs · Beginner · Jun-Sep
$175/hr · 90 min
Verified 2026-04-12
Operators
Safety: PWC must stay 100 feet off swimmers and shoreline; harbor speed limit is 5 mph until you clear the channel markers.
View details →Springs · Beginner · Apr-Oct
$40/2hr · half day
Verified 2026-04-12
Operators
Safety: Mosquitoes are vicious in the salt marsh after sundown — bring long sleeves and bug spray.
View details →Amagansett · Intermediate-Advanced · May-Oct
$150/hr lesson · half day
Verified 2026-04-12
Operators
Safety: Stay west of the channel marker — currents on the flood tide pull east toward Gardiners Bay.
View details →Montauk · All · May-Nov
$150-1400 · full day
Verified 2026-04-12
Operators
Safety: Tuna runs go deep — confirm seasickness meds are on board before booking offshore trips.
View details →Sag Harbor · All (captained) · May-Oct
$150-300/person · half day
Verified 2026-04-12
Operators
Safety: Long Wharf is dog-friendly but afternoon SW chop builds fast inside the bay — kids prone to seasickness do better on a morning charter.
View details →Springs · Beginner · May-Oct
$30/hr rental, $75 lesson · 90 min
Verified 2026-04-12
Operators
Safety: PFD required by NY State for SUPs in open water; clip the leash to your ankle, not the board handle.
View details →Montauk · Beginner-Advanced · Apr-Nov (wetsuit Dec-Mar)
$50-75/lesson, $35/day rental · 90 min
Verified 2026-04-12
Operators
Safety: Strong rips on outgoing tide; surf inside the lifeguard zone Memorial Day through Labor Day.
View details →Amagansett · Beginner-Advanced · May-Oct
$120 lesson · half day
Verified 2026-04-12
Operators
Safety: Wear a leash — gear loss inside the harbor is real on a strong gust.
View details →Montauk · Beginner-Intermediate · Apr-Nov
$150/90min · 90 min
Verified 2026-04-12
Operators
Safety: Beach rides are supervised but the saddle is western — wear long pants, closed-toe shoes, and confirm the kid is comfortable with a horse before paying for the beach upgrade.
View details →Montauk · Easy · Year-round
$15 · 90 min
Verified 2026-04-12
Operators
Safety: Kids must be at least 41 inches tall to climb the tower; the staircase is single-file and steep.
View details →Montauk · Intermediate · Mar-Dec
Free · half day
Verified 2026-04-12
Operators
Safety: Tick check after every ride — Hither Woods is dense scrub oak.
View details →East Hampton · Moderate · Year-round (best Oct-May)
Free · full day
Verified 2026-04-12
Operators
Safety: Lyme is endemic — long pants, permethrin-treated socks, and a full tick check after every hike from May through October.
View details →Springs · Beginner · Apr-Nov
$30/night · full day
Verified 2026-04-12
Operators
Safety: Suffolk Green Key required for resident pricing; non-residents pay double. No swimming allowed near the lighthouse sandbar.
View details →Montauk · Beginner · May-Oct
$35-50/night · full day
Verified 2026-04-12
Operators
Safety: Site reservations are aggressively enforced — you cannot day-use the campground without a permit. Quiet hours start at 10 PM.
View details →Sagaponack · All · Sep-May
Free-$25 · half day
Verified 2026-04-12
Operators
Safety: Sagg Pond is private on the south end — stay on the road shoulder and the SoFo-marked viewing platform.
View details →Sag Harbor · All · Jun-Sep
$20 · 90 min
Verified 2026-04-12
Operators
Safety: Ticks at the back-dune perimeter — set up on the sand, not the dune grass.
View details →Montauk · Intermediate · Apr-Nov
Free · half day
Verified 2026-04-12
No commercial operator — see safety note.
Safety: Bluffs are actively eroding — never climb directly under an overhang and keep eye contact with the tide. NY State Park rules prohibit cliff scrambling above the high-water line.
View details →Montauk · None · Jun-Sep
$95 · 90 min
Verified 2026-04-12
Operators
Safety: Weight limits enforced (typically 100-450 lbs combined for triples); confirm at booking.
View details →Calverton · None (tandem) · Apr-Nov
$249 tandem · half day
Verified 2026-04-12
Operators
Safety: Government-issued ID required, must be 18+, and you cannot dive within 24 hours of consuming alcohol.
View details →