Welcome to Tailwaggin' Charters
Bald Head Island Boat Tours
Private, BYOB & Fully Crewed Luxury Boat Tours & Water Taxi Service
Your Exclusive Gateway to the Island & Surrounding Area
Step aboard Tailwaggin’ Charters and experience Bald Head Island like never before. Whether you’re here for a private cruise, a sunset tour, or direct boat service between Bald Head Island and the mainland, our luxury vessels and experienced crew make every trip seamless, comfortable, and unforgettable.
- Up to 6 Passengers – Perfect for families, friends, or couples
- BYOB Welcome – We provide the cooler, ice, and cups
- Full-Service Crew – USCG-licensed captain & professional deckhand
- Fast & Direct – Avoid ferry crowds and schedules
Our Vessels
Choose the boat that matches your style of adventure.
Tallwaggin' - A 38ft Pursuit
Air-conditioned cabin with plenty of shade
Smooth ride, spacious seating
Perfect for relaxing cruises or quick, comfortable island transfers
Let’s Dance – A 34ft Edgewater Center Console
Open layout for sun and sea breezes
High-performance design for speed and stability
Great for sightseeing, fishing add-ons, or fast water taxi service
Bald Head Island Boat Tours & Services
Private Island Boat Service – Starting at $200
Skip the ferry and travel on your own schedule.
We provide private boat service between Bald Head Island, Deep Point, Morningstar, and Dutchman’s Creek – with optional island cart taxi service to your home or rental.
- Up to 6 passengers + pets welcome
- Multi-trip and repeat passenger discounts available
- Seamless luggage handling included
Sunset & Day Cruises – Starting at $350
Experience the magic of Bald Head Island’s coastal waters.
- Cruise the scenic shoreline and intercoastal waterways
- Spot wildlife, explore creeks, or enjoy a romantic sunset
- Hit the sandbars up with family and friends or even make a full or hald day event on the water come to life!
Southport Dining & Shopping Excursions – $100
Cruise directly to Southport’s waterfront restaurants and boutique shops – no ferry wait, no fixed return time.
- Fresh seafood with Cape Fear River views
- Charming historic district shopping
- Perfect afternoon or evening outing
Island Golf Cart Taxi & Luggage Transportation Service – Starting at $25
On-island golf cart transportation to and from the marina or your home.
- Ideal if your cart is out of service or you’re entertaining guests
- Evening service for dining out without the drive
What's Included
- USCG licensed captain & professional deckhand
- Cooler with ice, cups, and bottled water
- Ample seating & shaded areas (Tailwaggin’ includes A/C)
- All fuel and docking fees
- Luggage assistance for transfers
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What to Bring: Sunglasses, sunscreen, snacks, and your favorite beverages.
Meet Your Crew
Jay McCarthy
Captain
USCG OUPV Licensed & Bonded
With decades on the water, Captain Jay combines local knowledge with a passion for safe, fun, and memorable boating experiences.
Jordan Shutt
Deckhand
Hospitality & Guest Experience Pro
Jordan ensures every trip is comfortable, organized, and tailored to your needs.
Why Choose Tailwaggin' Charters
Private, Custom Experiences – Every trip is yours alone.
Flexible Scheduling – Leave when you want, return when you’re ready.
Comfort & Safety First – Modern, well-maintained vessels with all amenities.
Pet-Friendly – Bring your four-legged family members along.
Local Expertise – Crew that knows the waters, wildlife, and hidden gems.
Looking for answers to any Questions?
Get In Touch With Our Team Today!
Customer Quotes
“I’ll never take the ferry again. Tailwaggin’ made our trip seamless – luggage handled, pets welcomed, and a quick, comfortable ride."
Liz Johnson, Greensboro NC
“On time, flexible, and friendly. My kids thought it was ‘super fast.’ We’ll be back!”
Scott Keller, NC
“Seven trips in four weeks – always on time, efficient, and safe. Absolutely top tier.”
Allison George, Raleigh NC
Jay took 3 of our guests back to the mainland. Booking was easy, the boat was nice and our guests, who are boaters, loved it.
Kim Angeli, Southport NC
FAQs
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How many people can you take?
Up to 6 passengers per trip (plus pets).
Can we bring alcohol?
Yes – BYOB is welcome. We provide ice, cups, and cooler space.
Do you offer round trips?
Yes – schedule both legs or one-way service.
Where do you pick up from?
Bald Head Island, Deep Point, Morningstar, and Dutchman’s Creek.
Do you offer multi-trip discounts?
Yes – ask when booking for pricing details.
Do you take last minute bookings?
Of course! Some of our charters tend to book up pretty quickly so we always suggest booking in advance. That being said, give us a call! We may have some availalability.