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Cape Charles Boat Tours

The best out of 25 boat tours in Cape Charles - enter dates to check availability

Cape Charles Boat Tours

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Top Boat Tours in Cape Charles

Cape Charles: 25 boats available

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Listing image
45 ft
Up to 6 people
Earning Stripes
5.0
/5
(3 reviews)
57 external reviews
Cape Charles
Earning Stripes is a beautifully maintained 1986 Hatteras 45 Sportfishing yacht, perfect for those seeking adventure and relaxation on the water.

"Captain Greg absolutely exceeded our expectations in every way!" —⁠ Kathleen,
trips from
US $425
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40 ft
Up to 6 people
Big Dog Charters
4.8
/5
(8 reviews)
Virginia Beach (30.2 miles from Cape Charles)
An evening sunset cruise and a fishing charter with Big Dog Charters are two completely different trips. A sunset cruise is for relaxing, sightseeing, music, dancing, taking pictures, making TikToks, and enjoying the sunset.

"Captain Rocky was amazing. At the beginning of the trip he offered for the kids to “drive the boat." —⁠ Lauren,
trips from
US $425
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36 ft
Up to 6 people
Is That Right Sport Fishing
5.0
/5
(3 reviews)
72 external reviews
Virginia Beach (25.3 miles from Cape Charles)
Step aboard Is That Right Sport Fishing, a beautifully restored 2001 Luhrs 36ft Sportfishing, fully refreshed in 2021, and experience the waters of Virginia Beach like never before.

"Ryan and his crew gave my family one incredible and safe experience out on the water - one trip my boys will remember for a lifetime." —⁠ Samantha,
trips from
US $440
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26 ft
Up to 6 people
Dream Chaser Charters
5.0
/5
(9 reviews)
Virginia Beach (41 min drive from Cape Charles)
Experience the ultimate Virginia Beach adventure aboard Dream Chaser Charters, a fully restored 2000 Glacier Bay 2670 Island Runner Walkaround (restored 2022).

"Captain Donny was great! There was just 2 of us, and Donny did a perfect balance of professionalism, but still casual and engaging." —⁠ Samantha,
+4
trips from
US $400
Listing image
44 ft
Up to 19 people
Four Winds Chartering
5.0
/5
(1 review)
263 external reviews
Hampton (19.6 miles from Cape Charles)
Step aboard Four Winds Chartering for a memorable adventure on the waters of Hampton! This 1997 Evans Downeast vessel, beautifully restored in 2021, combines classic charm with modern amenities, ensuring a comfortable and stylish experience for up to 19 g

"Thank you, guys, for a truly awesome, beautiful, time. It was perfect!" —⁠ Deidre,
+2
trips from
US $550
Listing image
30 ft
Up to 6 people
Reel Release Sportfishing
4.8
/5
(171 external reviews)
Virginia Beach (44 min drive from Cape Charles)
Step aboard Reel Release Sportfishing, a beautifully restored 1992 Privateer 30ph Pilothouse, freshly upgraded in 2024 and based in vibrant Virginia Beach! This versatile vessel accommodates up to six guests and is powered by a robust 350 HP diesel inboar
trips from
US $450
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39 ft
Up to 6 people
Charter Boat Partners LLC
Hampton (24.5 miles from Cape Charles)
Step aboard Charter Boat Partners LLC, a well-maintained 1995 Regal 400 Commodore Cruiser based in Hampton, offering the perfect blend of comfort, space, and classic cruising style for up to 6 guests.
+1
trips from
US $600
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27 ft
Up to 6 people
Beast Light Tackle Sport Fishing
4.2
/5
(3 external reviews)
Norfolk (25.6 miles from Cape Charles)
Step aboard Beast Light Tackle Sport Fishing, a well-maintained 2005 Regulator 26’ center console based in Norfolk, built for both serious fishing and relaxed coastal cruising.
+1
trips from
US $550
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Meet the Captain
38 ft
Up to 12 people
SeaEO I – Hampton,VA
5.0
/5
(1 review)
Hampton (1 hr 8 min drive from Cape Charles)
Set sail on an unforgettable adventure aboard the luxurious 2021 Axopar 37 XC Motor Yacht – your ultimate getaway from Hampton, VA. With a capacity for up to 13 guests, this sleek vessel offers both thrilling performance and exceptional comfort.

"We had a great time on our boat with Darby! Our charter was to celebrate a bachelorette party and it definitely delivered!" —⁠ Katie,
+7
trips from
US $699
Listing image
Meet the Captain
38 ft
Up to 12 people
SUV of the Seas – Virginia Beach,VA
4.5
/5
(10 reviews)
Virginia Beach (41 min drive from Cape Charles)
Experience luxury and adventure on the SUV of the Seas! This stunning 2021 Axopar 37 XC, located in Virginia Beach, VA, is the perfect vessel for a memorable day on the water.

"We had a great time here. It was a beautiful experience on this yatch." —⁠ Saheed,
+7
trips from
US $699

Frequently Asked Questions about Boat Tours in Cape Charles

According to customer reviews, some of the most popular boat tours in Cape Charles, Virginia are:
Full list of top boat tours in Cape Charles
According to customer reviews, some of the most popular boat tours in Cape Charles, Virginia are:
Full list of top boat tours in Cape Charles
The average Cape Charles boat trip price for a 4 hour private trip is US $425 based on prices on BoatBooker.com.
The average Cape Charles boat trip price for a 4 hour private trip is US $425 based on prices on BoatBooker.com.
The top 5 boating-related activities in Cape Charles are:
The top 5 boating-related activities in Cape Charles are:
The top 5 most popular boat types you can rent in Cape Charles, by number of boats available are:
The top 5 most popular boat types you can rent in Cape Charles, by number of boats available are:
The top 5 most popular boat categories you can rent in Cape Charles, by number of boats available are:
The top 5 most popular boat categories you can rent in Cape Charles, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Cape Charles are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Cape Charles are:
The average price of boat tours in Cape Charles is:
  • 2-hour boating trips – US $425
The average price of boat tours in Cape Charles is:
  • 2-hour boating trips – US $425
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Boating in Cape Charles

Discover Cape Charles, Virginia, a charming Eastern Shore harbor town where calm Chesapeake Bay waters meet miles of inviting coastline. With gentle winds, broad horizons, and spectacular sunsets, it's an easygoing base for sailing, powerboating, and family-friendly getaways. Cape Charles boating charters offer access to protected bays, scenic inlets, and sandbar anchorages that are perfect for swimming, shelling, and relaxed afternoons on the water.

Anglers appreciate the seasonal action around channels and nearshore structure, while wildlife lovers often spot ospreys, pelicans, and playful dolphins along the bow. Clear, shallow stretches make this destination welcoming for first-time captains, yet there's plenty of open water for experienced crews to stretch their sea legs. From sunrise cruises to golden-hour sails, every outing delivers big-sky views and camera-ready moments.

On land, the walkable waterfront and historic streets pair effortlessly with a day on the bay. Plan a beach picnic between outings, stroll the marina for local flavor, or step off your charter to enjoy fresh coastal fare. With easy access to launch points and marina services, Cape Charles boating charters simplify logistics so you can focus on the fun—whether that's a guided nature tour, a sandbar swim stop, or a celebratory cruise at sunset.

Ready to chart your day? Choose from captained trips for stress-free exploring or bareboat options for confident skippers. Create your own itinerary—cast a line, find a secluded cove, or simply drift and watch the sky change colors. Cape Charles welcomes you with smooth sailing, friendly docks, and the kind of shoreline adventures you'll want to repeat season after season.

How people rated boat trips in Cape Charles

  • Earning Stripes
    Earning Stripes
    Boat rentals in Cape Charles
    5.0
    /5
    (2 Hr – Sunset/Booze Cruise)

    Earning Stripes has earned en excellent rating!

    My wife and I were in Cape Charles to celebrate our 23rd anniversary abd we decided to book a Sunset Cruise with Earning Stripes. The boat was clean and well kept. Captain Chad and his nephew took great care of us! They allowed us to connect my phone to the on board stereo system so that we could cruise to our favorite tunes! The trip was great! Would absolutely book with them again!! Thanks for a wonderful experience!!
    James A.
    James A.
    Reviewed on Jul 25, 2026
  • Earning Stripes
    Earning Stripes
    Boat rentals in Cape Charles
    5.0
    /5
    (2 Hr – Booze/Sightseeing Cruise)

    August boating trip

    We really enjoyed the boat tour with Chad and Nick. The boat was clean, spacious, just what we expected; and the crew were friendly, knowledgeable, and responsive to our needs. A perfect outing!
    Steven M.
    Steven M.
    Reviewed on Aug 13, 2025