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Luxury Cape Charles 8-Hour Boat Tour | Class Act

  • Published Date: July 17, 2025
  • Fishing
  • Mathews County
  • $500 - $1,500 price range

Summary

Ready for a relaxed day on the water? Join us for an 8-hour cruise from Gwynn's Island to Cape Charles. Our comfortable boat takes up to 6 guests, making it perfect for a small group or family outing. As we cruise the Chesapeake Bay, you'll get to kick back and enjoy the quiet scenery. Once we reach Cape Charles, you'll have time to explore this charming coastal town. Wander the streets lined with local shops and soak in the laid-back vibe. Don't miss the chance to sample some of the area's famous seafood - fresh oysters, crab, and fish are all on the menu. Bring your favorite drinks to enjoy on board as our experienced crew handles the navigation. It's a great way to see a different side of Virginia and spend quality time with your group out on the water. Just remember, this is a full-day trip, so come prepared to relax and make the most of your time on the bay.
Luxury Cape Charles 8-Hour Boat Tour | Class Act

Chesapeake Bay Views

previous-image
Two people enjoying fishing on Gwynn Island

Catch of the day: Chesapeake Bay style

2 small fish caught by a person on Gwynn Island

Chesapeake Bay: A fisherman's paradise

6 anglers fishing on the shores of Gwynn Island

Bay adventures: Fish, fun, and friends

Group of 5 people enjoying a fishing trip on Gwynn Island

Epic fishing on Chesapeake Bay

4 people enjoying fishing trip in VA

Nice lil cruise with these ladies today!!

Two people fishing in Virginia

Hooked on Chesapeake Bay adventures!

Fishing on Gwynn Island

Chesapeake Bay: Where big fish await

Three people fishing in Virginia

Reeling in memories on Chesapeake Bay.

Person fishing on Gwynn Island

Fishing fun under the Chesapeake sun

Six people fishing in Virginia

Casting lines, catching dreams in the Bay

Two people enjoying fishing on Gwynn Island

Catch of the day: Chesapeake Bay style

2 small fish caught by a person on Gwynn Island

Chesapeake Bay: A fisherman's paradise

6 anglers fishing on the shores of Gwynn Island

Bay adventures: Fish, fun, and friends

Group of 5 people enjoying a fishing trip on Gwynn Island

Epic fishing on Chesapeake Bay

4 people enjoying fishing trip in VA

Nice lil cruise with these ladies today!!

Two people fishing in Virginia

Hooked on Chesapeake Bay adventures!

Fishing on Gwynn Island

Chesapeake Bay: Where big fish await

Three people fishing in Virginia

Reeling in memories on Chesapeake Bay.

Person fishing on Gwynn Island

Fishing fun under the Chesapeake sun

Six people fishing in Virginia

Casting lines, catching dreams in the Bay

Two people enjoying fishing on Gwynn Island

Catch of the day: Chesapeake Bay style

2 small fish caught by a person on Gwynn Island

Chesapeake Bay: A fisherman's paradise

6 anglers fishing on the shores of Gwynn Island

Bay adventures: Fish, fun, and friends

Group of 5 people enjoying a fishing trip on Gwynn Island

Epic fishing on Chesapeake Bay

next-image

Cruise to Cape Charles: 8-Hour Bay Adventure

Hey there, bay lovers! Looking for a laid-back day on the water with your crew? Our 8-hour boat tour from Gwynn's Island to Cape Charles is just the ticket. We'll cruise you and up to five of your buddies across the Chesapeake, giving you plenty of time to soak in those bay vibes and explore one of Virginia's coolest coastal towns. It's the perfect mix of on-water relaxation and small-town charm, with some seriously good eats thrown in for good measure.

A Day on the Bay

Picture this: You're kicking back on our comfy boat, cold drink in hand, as we glide across the Chesapeake. The wind's in your hair, the sun's on your face, and you've got nothing but time. That's what you're in for on this trip. We'll set off from Gwynn's Island in the morning, giving you a front-row seat to some of the prettiest stretches of the bay. As we cruise, keep your eyes peeled for ospreys diving for fish, or maybe even a pod of dolphins if we're lucky. By the time we dock in Cape Charles, you'll be good and relaxed, ready to hit the town.

Once we're in Cape Charles, the day is yours. This place is a total gem - think historic buildings, friendly locals, and that small-town feel you just can't fake. Wander down Mason Avenue, popping into quirky shops and art galleries. When hunger strikes, you've got options. We're talking fresh-off-the-boat seafood that'll make your taste buds do a happy dance. Grab some oysters on the half shell, dig into a crab cake that's more crab than cake, or try the catch of the day. Whatever you choose, it'll be some of the freshest fish you've ever had.

Smooth Sailing All the Way

Now, I know what some of you might be thinking - "8 hours on a boat? Is that gonna be rough?" No worries there, friends. Our boat is set up for comfort, with plenty of space to move around, shaded areas if you need a break from the sun, and a smooth ride even if the bay gets a little choppy. We've got an experienced crew who know these waters like the back of their hand, so you're in good hands from start to finish.

As for what to bring, keep it simple. Sunscreen is a must (trust me, that bay sun is no joke), and you might want a light jacket or sweatshirt for the morning ride. Bring whatever drinks and snacks you want for the boat - we've got a cooler on board to keep everything chilled. For your time in Cape Charles, just bring what you'd take for a day out - some cash for shopping, maybe a change of clothes if you want to freshen up after lunch.

Cape Charles Highlights

Alright, let's talk Cape Charles. This town might be small, but it packs a punch when it comes to things to do. First up, the beach. It's wide, sandy, and faces right into the bay - perfect for a post-lunch stroll or just lounging in the sun. If you're into history, check out the Cape Charles Museum. It's got all sorts of cool stuff about the town's railroad and maritime past.

For the shoppers in your group, Mason Avenue is where it's at. You've got places like Buskey Cider on the Bay if you want to sample some local drinks, or Peach Street Books if you're looking to pick up a beach read. And if you're into art, don't miss the Lemon Tree Gallery. They've always got interesting stuff from local artists.

When it comes to food, you're spoiled for choice. The Shanty is right on the harbor and has killer views to go with your seafood. Hook-U-Up Gourmet is another favorite - their shrimp and grits are the real deal. And if you've got a sweet tooth, you've gotta hit up Brown Dog Ice Cream. Their flavors change all the time, but they're always good.

Why Folks Love This Trip

You know, I've been running this tour for a while now, and there's a reason people keep coming back. It's that perfect mix of relaxation and exploration. You get your chill time on the boat, watching the bay roll by, maybe catching up with friends or family. Then you hit Cape Charles and it's like stepping into a postcard of small-town coastal life.

What really makes it special, though, is how flexible it is. Want to spend the whole time in Cape Charles exploring? Go for it. Rather kick back on the boat and just enjoy the ride? That's cool too. It's your day, and we're here to make sure you enjoy it however you want.

Chesapeake Bay Wildlife

While we're not focusing on fishing or wildlife watching on this trip, that doesn't mean you won't see some cool critters. The Chesapeake Bay is teeming with life, and you never know what might pop up during our cruise.

Keep your eyes on the water for bottlenose dolphins. They love to play in the wake of boats, especially in the warmer months. You might see them leaping and spinning if we're lucky. Up in the sky, ospreys are a common sight. These fish-eating raptors dive into the water to catch their prey - it's pretty impressive to watch.

As we get closer to shore, you might spot some brown pelicans. These big birds are fun to watch as they dive-bomb into the water for fish. And if you're into bird watching, bring your binoculars. The bay is home to all sorts of shorebirds and waterfowl, from great blue herons to snow geese, depending on the season.

In the water itself, keep an eye out for giant cownose rays. These guys often swim in large groups near the surface, and it's quite a sight to see their wing tips breaking the water. And while we probably won't see them, it's cool to know that sea turtles and even the occasional shark cruise these waters too.

Book Your Bay Day Now

So there you have it, folks - a full day of cruising, eating, exploring, and just plain enjoying the best the bay has to offer. Whether you're looking for a chill day out with friends, a unique way to celebrate something special, or just want to see a different side of the Chesapeake, this trip's got you covered.

Remember, we can only take up to 6 people, so if this sounds like your kind of day, don't wait to book. Grab your crew, pack your sunscreen, and get ready for a day on the bay you won't forget. We'll see you at the dock!

About the Deltaville Motorboat

Company vehicle

Vehicle Guest Capacity: 6

Manufacturer Name: John Deere

Maximum Cruising Speed: 28

Number of Engines: 1

Horsepower per Engine: 550

Hop aboard for a laid-back 8-hour cruise from Gwynn's Island to Cape Charles. Our comfortable boat has room for you and up to 5 friends or family members to spread out and relax as we glide across the Chesapeake Bay. Once we dock in Cape Charles, you'll have time to wander the quaint streets, pop into local shops, and sample some of the freshest seafood around. Dig into just-caught crab, slurp down briny oysters, or try the catch of the day at one of the town's cozy restaurants. Bring your favorite drinks to enjoy during the journey - our crew will make sure you have a smooth ride there and back. It's the perfect way to spend a day soaking up coastal vibes and bay views with your favorite people. Whether you're celebrating something special or just want a change of scenery, this easygoing trip lets you experience the best of the bay at your own pace.
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