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Overnight Trip Bailey Island, Maine | Fishing in Harpswell | Guided Tour, Water Activities, Lodging

Overnight Trip Bailey Island, Maine | Fishing in Harpswell | Guided Tour, Water Activities, Lodging

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  4. Overnight Trip Bailey Island, Maine | Fishing in Harpswell | Guided Tour, Water Activities, Lodging

Adventure Brief

Join an unforgettable night fishing trip off Bailey Island, Maine, where the Atlantic waters provide a thrilling backdrop for catching jumbo fish under the stars. Perfect for anglers of all levels, this adventure combines marine history with the excitement of deep-sea fishing.

4–6 hours
moderate
From $3,500.00

Keep the Adventure Going

More ways to explore the area's outdoor wonders

Family Friendly
No Experience Required

Bailey Island, located off the coast of Maine, is renowned for its rugged shoreline and vibrant maritime culture. Known as a prime spot for deep-sea and night fishing, this area offers an authentic seafarer experience that appeals to both seasoned anglers and newcomers alike. The Overnight Trip Bailey Island provides a chance to venture into the Atlantic after hours, where the waters teem with jumbo-sized fish and the night sky offers a spectacular backdrop. On this trip, you'll board a fully equipped vessel with safety gear and navigate the waves as darkness falls. The thrill of reeling in impressive catches like tuna or cod under the stars is only part of what makes this adventure so memorable. The region’s unique geological features, such as the rugged granite coastline and rocky outcroppings, set a dramatic scene for nighttime fishing. Historically, Bailey Island has been a fishing hub for generations, and this trip keeps that legacy alive while offering a fresh, adrenaline-pumping perspective. Whether you are an avid angler or a curious beginner, the trip is designed for all skill levels and emphasizes safety while ensuring every guest has a chance to foster a real connection with the sea. Capture the glowing horizon as the moon rises over the ocean, listen to the rhythmic sounds of the water, and enjoy an evening of camaraderie and adventure. This expedition isn’t just about catching fish; it’s about immersing yourself in Maine’s maritime heritage, valuing sustainable fishing practices, and making memories that linger long after you head home.

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Trip Details from the Operator

Frequently Asked Questions

Yes, the crew provides all necessary safety equipment and guidance to ensure a safe experience for all skill levels.

Bring warm and weather-appropriate clothing, your favorite snacks and drinks, and a camera or phone to capture memories.

Children of all ages are welcome, but minors should be accompanied by an adult and understand the nature of night fishing.

Key Highlights

Difficulty

moderate

Duration

4–6 hours

Fitness Level

Participants should be in moderate physical condition with the ability to handle a boat and fish for extended periods.

Local Insights

Wildlife

  • Humpback whales
  • Seabirds

History

Bailey Island has been a fishing community since the early 19th century, maintaining traditions that connect visitors to Maine’s maritime roots.

Conservation

The trip emphasizes sustainable fishing practices and ocean conservation, ensuring healthy fisheries and marine ecosystems for future generations.

Related Adventures & Guides

  • See other trips from Pinwheel Tuna Fishing Charters
  • Explore more Portland, Maine adventures
  • Browse more water activities experiences

Operated By

Pinwheel Tuna Fishing Charters

Join an unforgettable night fishing trip off Bailey Island, Maine, where the Atlantic waters provide a thrilling backdrop for catching jumbo fish under the stars. Perfect for anglers of all levels, this adventure combines marine history with the excitement of deep-sea fishing.

About Pinwheel Tuna Fishing Charters

Pinwheel Tuna Fishing Charters is a Harpswell, Maine–based charter operation led by Captain Tyler McLaughlin, a champion featured on Nat Geo's Wicked Tuna. Operating New England's largest and most comfortable tuna boat, Pinwheel Tuna Fishing Charters focuses on bluefin tuna fishing trips that combine serious fishing with top‑notch amenities and a fun atmosphere.

Trips depart from Harpswell and include a range of options: the Bailey Island Full Day Adventure for bluefin tuna, 14‑hour bluefin charters out of Gloucester, and overnight night‑fishing trips based from Bailey Island. Each trip highlights the chance to target giant bluefin tuna and promises experienced guidance from a Captain known for competitive offshore fishing.

The overnight experience provides fully equipped night fishing under the stars; safety gear is provided and guests are encouraged to bring favorite food and drinks. The fleet emphasizes comfort and space for anglers during long runs and extended trips.

Pinwheel Tuna Fishing Charters is notable for its recognizable leadership and media presence through Nat Geo's Wicked Tuna. The combination of a championship captain, a large, comfortable vessel, and a clear focus on bluefin tuna positions the operation as a dedicated option for anglers seeking big‑fish offshore adventures in New England waters.

Trips depart from Harpswell and Gloucester ports, depending on itinerary selected.

Bookings are arranged per trip, and guests receive detailed trip descriptions and what to bring. Pinwheel Tuna Fishing Charters delivers high‑energy fishing outings with professional oversight and an emphasis on safety and memorable moments for anglers of various experience levels.

White hake caught on jig during offshore tuna charter in open sea
Pinwheel Tuna Fishing circular logo branding for Rye NH charters

Location

Harpswell, ME

Home port for Bailey Island trips

Featured Captain

Tyler McLaughlin

Champion from Nat Geo's Wicked Tuna

Trips Offered

3 Trips

Day, 14-hour and overnight options

Media Feature

Wicked Tuna

Featured on Nat Geo television series

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Reserve a Bluefin Tuna Charter Today

Secure a spot on a full-day, 14-hour, or overnight bluefin trip with Captain Tyler McLaughlin — book now for prime offshore fishing.

Adventure Tips

Prepare accordingly

Bring your favorite food and drinks for a comfortable night on the water.

essential

Dress for the weather

Layered clothing and waterproof gear help you stay warm and dry during the trip.

info

Safety first

Wear the provided safety gear at all times and follow crew instructions.

essential

Capture the moment

Bring a camera or phone with waterproof protection to document the fun.

info

Recommended Gear

Warm clothing

Layered clothes help you stay warm during the cooler nighttime hours.

summer

Essential

Rain jacket

Protects against rain or splashes from the water.

spring, fall, winter

Essential

Non-slip shoes

Ensures safety while walking on wet, possibly slippery surfaces.

Essential
Harpswell Things To Do
  • Read our Portland, Maine travel guide
  • Personal fishing gear (optional)

    Bring your own tackle or bait if preferred, though gear is provided.