Capt. Phil Gootee Fishing Charters and Tours
HomeTrips & RatesGalleryReviewsReportsTarget SpeciesMeet the Captain

Learn More

My Trips

  1. All Trips
  2. /Private Trips
Twilight Chesapeake Bay Private Boat Trip
Twilight Chesapeake Bay Private Boat Trip
Striped bass fishing at Church Creek
Striped bass caught fishing at Church Creek
Striped bass fishing in Church Creek
A Spanish Mackerel, a big 22-inch fish, caught while fishing in MD
Angler fishing in Church Creek
A bluefish caught while fishing in MD
Striped bass caught in MD
Scenic view of Church Creek
BOOK THIS TRIP
TRENDING NOW

Twilight Chesapeake Bay Private Boat Trip

locationChesapeake Bay
  • Private 2-hour sunset charter accommodates groups up to 30 guests
  • Inshore fishing and sightseeing experience on calm Chesapeake Bay waters
  • Customizable trip options tailored to group preferences and activities

Trip Pricing and Availabilities :

Trip pricing information is temporarily unavailable.

Twilight Magic: 2-Hour Chesapeake Bay Cruises

Ready for a slice of Chesapeake Bay heaven? Captain Phil Gootee's got you covered with his 2-hour private twilight trips. As the day winds down, you'll slip onto calm waters for a peaceful cruise that'll have you feeling like you own the bay. Whether you're looking to wet a line or just soak in the views, this trip's all about kicking back and enjoying Maryland's natural beauty as the sun dips below the horizon.

What's the Deal?

Picture this: you and your crew (up to 30 folks) have the whole boat to yourselves as Captain Phil navigates the gentle evening waters. No rushing, no crowds – just you, your people, and the Bay. As daylight fades, you'll watch the shoreline transform into a silhouette against the colorful sky. It's the perfect time to cast a line if you're feeling lucky, or just lean back and let the gentle waves rock away your stress. And hey, if you've got questions about the Bay or its critters, Cap's got answers – he knows these waters like the back of his hand.

Evening on the Water

As we ease out of the harbor, you'll notice the water getting slick as a mirror – that's twilight magic for you. We might troll along the edges of grass beds or drift near structure, depending on what's biting. Don't worry if you're new to fishing; Captain Phil's got all the gear and know-how to get you started. He'll show you how to work a lure or bait a hook if that's your jam. Or, if you'd rather just cruise and enjoy the ride, that's cool too. Keep your eyes peeled for ospreys heading home or the splash of stripers chasing bait – there's always something going on out here.

Why Folks Love These Trips

Let me tell you, there's something special about being on the water as day turns to night. Regulars rave about how peaceful it is, away from the hustle and bustle. Families love it because it's a chance to reconnect without distractions. And for the romantics? Well, let's just say a Chesapeake Bay sunset makes for a pretty unforgettable date night. Plus, with the flexible timing, it's perfect for squeezing in some Bay time after work or before dinner plans.

What You Might Catch

While this trip isn't hardcore fishing, there's always a chance to reel in some Bay favorites if you're up for it. Striped bass, or "rockfish" as we call 'em here, are the stars of the show. These bad boys can put up a serious fight, especially in the evening when they're actively feeding. Croakers are another fun catch – they make a distinctive grunting sound that'll give you a chuckle. And if we're lucky, we might hook into some spot or white perch. Remember, the Bay's ecosystem is delicate, so we practice catch-and-release to keep the fishery healthy for years to come.

Book Your Bay Escape

Look, life's too short for boring evenings. Why not trade the couch for a comfy seat on Captain Phil's boat? Whether you're a local looking for a midweek reset or a visitor wanting to see the Bay's softer side, this 2-hour trip is just the ticket. No need to pack snacks or worry about gear – just bring yourself, maybe a light jacket, and get ready to make some memories. Spots fill up fast, especially during peak season, so don't sit on it. Give Captain Phil a shout and lock in your perfect evening on the Chesapeake. Trust me, your future self will thank you for it.

About the Charter Boat

Company vehicle

Vehicle Guest Capacity: 20

Manufacturer Name: Yamaha

Maximum Cruising Speed: 20

Number of Engines: 2

Horsepower per Engine: 600

Hop aboard our spacious vessel for a peaceful evening on Chesapeake Bay. As the sun dips low, you'll cruise the calm waters and take in the changing colors of the sky. This 2-hour private trip is perfect for groups up to 30 looking to relax and enjoy Maryland's natural beauty. Captain Phil knows all the best spots to catch the sunset and maybe even some fish if you're interested. Whether you're celebrating a special occasion or just want a unique night out with friends and family, this twilight tour offers a chance to see the bay in a whole new light. The gentle lapping of waves and silhouettes of the shoreline create a serene atmosphere as day transitions to night. Bring your favorite snacks and drinks to make the most of this intimate boating experience. It's a great way to unwind and make lasting memories on the water.

Capt. Phil Gootee Fishing Charters and Tours

Follow Us

FacebookInstagram

Navigate

Home

Trips & Rates

Gallery

Reviews

Reports

Target Species

Meet the Captain

FAQ

Contact Us

FEATURED

Bay Bites

Bay Twilight

Bay Catch

Bay Hooks

Bay Rods

Bay Cruise

Hooper Hooks

Bay Sunrise

Bay Breeze

Things To Do

Bay Angler

Fishing License

Cast Away in Chesapeake Bay’s Water

Embark on an exhilarating angling adventure with Capt. Phil Gootee Fishing Charters and Tours, the top choice for memorable fishing trips on Chesapeake Bay. Under the expert guidance of Captain Phil Gootee, our charters welcome anglers of all experience levels, offering the chance to land trophy catches while enjoying the breathtaking beauty of Chesapeake Bay’s pristine waters. Committed to customer satisfaction and fueled by a passion for fishing, Capt. Phil Gootee Fishing Charters and Tours ensures a day on the water brimming with excitement, camaraderie, and unforgettable memories that will last a lifetime.

More about Capt. Phil Gootee Fishing Charters and Tours

© Copyright 2026. All rights reserved.

Powered by Guidesly

Privacy Policy

Sitemap

previous-image
Angler fishing in Church Creek

Bay’s beauty enhances fishing

A bluefish caught while fishing in MD

Atlantic Kingfish in Chesapeake Bay

Striped bass caught in MD

Chase the big one today

Scenic view of Church Creek

Chase sunsets on the water

Striped bass fishing at Church Creek

Pursue your fishing dreams

Striped bass caught fishing at Church Creek

Perfect day for fishing trips

Striped bass fishing in Church Creek

Memories made on the bay

A Spanish Mackerel, a big 22-inch fish, caught while fishing in MD

Angling in pristine waters

Angler fishing in Church Creek

Bay’s beauty enhances fishing

A bluefish caught while fishing in MD

Atlantic Kingfish in Chesapeake Bay

Striped bass caught in MD

Chase the big one today

Scenic view of Church Creek

Chase sunsets on the water

Striped bass fishing at Church Creek

Pursue your fishing dreams

Striped bass caught fishing at Church Creek

Perfect day for fishing trips

Striped bass fishing in Church Creek

Memories made on the bay

A Spanish Mackerel, a big 22-inch fish, caught while fishing in MD

Angling in pristine waters

Angler fishing in Church Creek

Bay’s beauty enhances fishing

A bluefish caught while fishing in MD

Atlantic Kingfish in Chesapeake Bay

Striped bass caught in MD

Chase the big one today

Scenic view of Church Creek

Chase sunsets on the water

next-image