Join Charterboat Windy for a guided offshore shark fishing trip out of Montauk, where you'll chase and encounter some of the Atlantic's most awe-inspiring predators in an intimate, action-packed day on the open water.
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Difficulty
challenging
Duration
6–8 hours
Fitness Level
Participants should be in good physical condition to handle the length and nature of deep-sea fishing.
Wildlife
History
Montauk has been a fishing hub since the 1800s, with maritime traditions deeply embedded in the local culture.
Conservation
Charterboat Windy emphasizes sustainable fishing practices, helping preserve the marine ecosystem for future generations.
Charterboat Windy
Join Charterboat Windy for a guided offshore shark fishing trip out of Montauk, where you'll chase and encounter some of the Atlantic's most awe-inspiring predators in an intimate, action-packed day on the open water.
Charterboat Windy is a Montauk-based charter offering small-group fishing and sightseeing trips out of Montauk, New York. The captain operates a cozy, well-maintained boat designed for personalized outings for up to six guests on most trips and up to five friends on the Extended Day Tuna option. Trips include Half Day departures at dawn or noon, All Day Inshore excursions leaving early morning, Offshore Sharks day-long adventures that start at dawn, Twilight Trips from 3:30 PM to 8:30 PM, and an Extended Day Tuna option from 2:00 PM to 8:00 PM.
Each trip emphasizes hands-on fishing, scenic cruising, and attentive service by a professional captain and mate. Charterboat Windy focuses on safe, comfortable outings with clear departure and return times, small group sizes, and an experienced crew familiar with Montauk waters. The operation serves anglers of all skill levels, from first-timers seeking a memorable half-day to experienced fishermen targeting offshore species. Booking details, start times, and guest limits are communicated at reservation to ensure expectations are met. Weather and sea conditions are assessed for safety before each departure. The business emphasizes local knowledge of fishing grounds and seasonal patterns to maximize productive time on the water. For visitors to the East End or local residents seeking a tailored sea experience, Charterboat Windy provides concise trip options, transparent scheduling, and intimate group settings that prioritize both adventure and comfort. Reservation policies outline cancellation terms, required gear guidance, and recommended arrival times to simplify guest preparation and planning before each scheduled trip.
Location
Montauk, NY
Prime East End launch point
Max Guests
5–6
Small-group, personalized trips
Trip Options
5 Trips
Half-day to extended tuna
On-Board Crew
Captain + Mate
Professional, experienced operators
Reserve a half-day, full-day, twilight, or extended tuna trip for a small group — limited spots ensure a focused, memorable experience.
Wear Layers and Bring Sun Protection
Open water trips can be unpredictable; dress in layers and apply sunscreen to stay comfortable and protected.
Book in Advance
Popular trips fill quickly, especially in peak season, so reserve your spot early to ensure availability.
Bring Motion Sickness Remedies
If you're prone to seasickness, pack motion sickness medication or wristbands to enjoy the trip fully.
Prepare for a Full Day at Sea
Trips typically last several hours; bring snacks, water, and appropriate clothing for the day’s conditions.
Waterproof jacket
Protects against ocean spray and changing weather conditions.
spring|summer|fall|winter
Polarized sunglasses
Reduces glare from the water, helping you spot activity beneath the surface.
spring|summer|fall|winter
Hat with brim
Provides sun protection during long hours on deck.
spring|summer|fall|winter
Snacks and hydration
Stay energized and hydrated for a full day offshore.