Sample Sail
2-Hour Private Introduction
Two perfect hours on the water. Your perfect intro to Montauk sailing!
This relaxed 2-hour private charter on our spacious Catalina 36 MkII glides across Lake Montauk and Block Island Sound with views of Navy Beach, Fort Pond Bay, Gardiners Island, and the Montauk Point Lighthouse. Relax in the shaded cockpit, play your playlist, or try the helm. Bring snacks/drinks—we provide fridge, ice, water, cups, opener, and pool noodles. Ideal for beginners, couples, or a quick escape.
Pricing
$535 (1–3 guests) | $755 (4–6 guests)
SailTauk Charters
Your Private Montauk Sailing Adventure Starts Here No crowds, no compromises—just you, your group, and the water. SailTauk offers fully private, personalized charters designed for pure relaxation and connection in one of the most scenic spots on the East Coast.
Pick your perfect timing:
Relaxed daytime cruises under clear blue skies
Golden-hour sunset sails with breathtaking colors
Sail & swim adventures for refreshing dips in the water
Special-event celebrations or milestone moments
Bring your own food and drinks—enjoy exactly what you love, on your terms. We keep it simple and transparent: clear pricing, no hidden fees, and the same great rates every day of the week (no weekend surcharges!).
What’s included on every SailTauk charter:
USCG-licensed captain who knows these waters intimately
Comfortable, shaded cockpit with plenty of seating to relax and stretch out
Premium four-speaker Bluetooth system for your custom playlist
Pool noodles and fun water toys for splashing and play
Full galley with refrigerator, bottled water, cups, and bottle opener
Custom or extended charters? Reach out—we’re happy to tailor pricing and details just for you.
Step aboard for a truly private escape filled with relaxation, connection, and the pure joy of sailing one of the world's most stunning coastal corners.
Welcome to SailTauk—let's create your unforgettable Montauk memories. Ready to set sail?
Pricing
SailTauk offers fully private charters on our spacious Catalina 36 MkII, departing from Montauk Yacht Club on Star Island. Choose from relaxed daytime sails, fun Sail & Swim adventures, or romantic Sunset Sails.
All prices are simple flat rates covering your entire group—no per-person math needed!
| Charter Type | 1–3 Guests | 4–6 Guests |
|---|---|---|
| 2-Hour Sample Sail | $535 | $755 |
| 3-Hour Signature Sail or Sail & Swim | $710 | $990 |
| 2-Hour Sunset Sail | $585 | $825 |
Important Booking Notes
- All listed prices are base rates before taxes and fees.
- NY State & Local Sales Tax (currently 8.75% in Suffolk County) will be added at checkout.
- FareHarbor adds a 6% service fee to all bookings (this covers payment processing, booking system, and customer support).
- Example total for a $710 charter: ≈ $710 + 8.75% tax (~$62) + 6% fee (~$43) = ≈ $815 final (exact amount shown at checkout).
- Maximum 6 guests. Gratuity not included (15–20% suggested for your captain).
- Bring your own food & drinks — refrigerator & bottled water, cups, opener, Bluetooth speaker, pool noodles & water toys provided.
- All charters include a USCG-licensed captain (your local Montauk expert) and shaded cockpit with plenty of seating.
- Rates apply 7 days a week during peak season (May–October); inquire for off-season or custom/longer charters.
- Cancellation Policy: Cancellations made 7 or more days prior to the scheduled charter receive a 100% refund. Cancellations less than 7 days prior or no-shows receive no refund. All changes or cancellations must be confirmed by the captain. Weather-related cancellations (determined by the captain) allow a full refund or reschedule at no extra cost.
- Bookings require payment upon reservation (via FareHarbor); full amount is charged to secure your date. Questions or special requests? Contact us!