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Kayak Tours
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Dolphin

Enjoy the thrill of kayaking with Atlantic Bottlenose Dolphins off the North End Shoreline of Virginia Beach with the company that’s been specializing in dolphin Eco-tours for 20+ years.These small-group, guided kayak tours last 2 hours and allow you to see these magnificent animals up-close in their natural environment. Little or no experience is necessary to use Chesapean’s sit-on-top kayaks to explore the coastal waters of Virginia Beach and get closer to wild dolphins than you have ever been before. Guides will help you launch and navigate along the coast while you partake in breathtaking scenery and unforgettable experiences with wild Bottlenose Dolphins.
Pre-June 1st/post August 31st: Daily: 9:30 am and 12 noon

June 1st-August 31st: Thursday-Monday 9:30 am and 12 noon, Tuesday and Wednsday at 2:00pm

Duration: 2 Hours
$60/person
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First Landing State Park

Kayak the tranquil waters of First Landing State Park and witness the beauty of this unique tidal environment in a way that few ever experience. These small-group, guided kayak tours last 2 hours and lead you past awe-inspiring views and native wildlife such as: herons, egrets, kingfishers, ospreys, and even dolphins and bald eagles on occasion. Paddle under majestic oaks covered in Spanish Moss until you reach Eagle Point, one of the tallest dunes in Virginia Beach, where you will be greeted with a breathtaking view across White Lake and the marshes of First Landing. Your guide will touch on some local history as well as any local wildlife you may encounter.

Sundays at 9:00am

Duration: 2 Hours
$55/person
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Sunset Dolphin

Enjoy the beauty of a sunset paddle on the Chesapeake Bay. This 2 hour tour combines gorgeous views with epic dolphin experiences.You will get up-close with native wildlife while witnessing local landmarks such as the Cape Henry Lighthouses and Chesapeake Bay Bridge Tunnel get lit up and transformed by the sun as it slips over the horizon. Chesapean’s experienced, local guides will ensure that your twilight paddle is the most relaxing thing you’ll do all summer.

Thurs-Sun: 5:30pm

Duration: 2 Hours
$55/person
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The Cape Tour

This is the tour that started it all. 20 years ago Matt Redford and his company, Chesapean Kayak Tours, began offering Kayak Dolphin Tours from the Ocean to the Bay around Cape Henry. Now, we bring it back for the ultimate sunset dolphin experience. Launch off the beach at the North End and ride the tide past the historic Cape Henry Lighthouses and into the Chesapeake Bay. As you round the cape you will be greeted by pods of dolphins making their way into the safety and protection of the Bay for the night. The sun should be sinking low over the horizon and you will witness the glory of the lighthouses being lit up by the evening sun and the silhouette of the Chesapeake Bay Bridge Tunnel as the sun dips behind it. Ease into the beaches at First Landing State Park where you’ll be greeted with complimentary snacks and beverages. When the sun is finished setting and you’ve finished relaxing, we’ll shuttle you back to your vehicle.

Tour runs at 5:30 pm on the following dates: June 3 and 17; July 3, 17, and 31; August 5 and 19; and Sep 2

Duration: 3 Hours
$80/person
Nauticus Kayak Tour

Looking for a unique way to experience the downtown Norfolk waterfront? Why not try a guided kayak tour, with renowned local experts Chesapean Outdoors, that will take you paddling around Nauticus, the historic battleship Wisconsin, Towne Point Park, Waterside District, and other points of interest.
There must be a minimum of 4 people to do this tour.
29th May to 4th September: 10:00am and 6:30pm

Duration: 1.5 Hours
$50/person
Stand Up Paddle Board Tours
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Experience the ultimate Stand Up Paddleboard adventure that only Chesapean Outdoors offers. Combine the thrill of Paddleboarding with the joy of Dolphin Watching and never have to fight the tide or wind. This is the only ocean SUP tour in Virginia Beach that allows you to paddle down current for an hour and a half while dolphins cruise alongside you. Instead of paddling back to your launch spot, Chesapean will shuttle you back to your vehicles while our guides take care of the equipment. This is the ultimate SUP experience, but we recommend some paddling experience or taking one of our flatwater tours first.

Thur and Sat: 10:00am

Duration: 1.5 Hours
$55/person
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First Landing State Park

Take a small-group, guided Stand Up Paddleboard tour through the peaceful waters of First Landing State Park. Little or no experience is necessary to use Chesapean’s Stand Up Paddleboards to explore the backwaters of First Landing State Park in a way that few get to see. Guides will help you launch and navigate the park for 1.5-hrs while you take in beautiful sceneries and see herons, ospreys, and other animals that call First Landing State Park “Home.”

Fri: 10:00am

Duration: 1.5 Hours
$50/person
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Sunset

Enjoy a small-group, guided Stand Up Paddleboard tour through the calm waters of Linkhorn Bay as you watch the sun set over the Bay. Little or no experience is necessary to use Chesapean’s Stand Up Paddleboards to enjoy a relaxing sunset paddle with friends or family. Guides will help you launch and navigate Linkhorn Bay during these beautiful twilight hours.

Mon, Wed, Fri: 5:30pm

Duration: 1.5 Hours
$40/person
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Deluxe Sunset

Enjoy your favorite sunset Stand Up Paddle of Linkhorn Bay with a fun and relaxing twist. Launch from the docks at Chesapean’s Headquarters and ease into Linkhorn Bay. From there you’ll paddle your way to The Narrows of First Landing State Park to hang out on the beach while enjoying a magnificent sunset. Don’t worry about fighting the tide or wind on the return, kick back and enjoy a complimentary boat ride back to the dock. This trip goes all of the way to First Landing State Park so it lasts 2 hours and includes all equipment, complimentary snacks and beverages, and a complimentary return boat ride.

Thur and Sat: 5:30

Duration: 2 Hours
$55/person
Fat Tire Bike Tours
Fat Tire Bike Tours

Feeling the need to get off the beaten path and explore? Check out our small-group, guided Bike tours through the peaceful trails of First Landing State Park. Meet at Chesapean’s Headquarters and take a scenic ride through the Oceanfront Boardwalk, Virginia Beach’s North End, and First Landing State Park on your choice of mountain bike or Fat Tire Beach Cruiser. Guides will help you navigate the scenic trails for two hours so that you can see both natural and historical landmarks of Virginia Beach.

Tue, Thur, Sat: 9:30am

Duration: 2 Hours
$40/person
Surf Lessons
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Surf Lessons

Surfing is one of the greatest experiences one can have in the ocean and Chesapean Outdoors can teach you this art. We offer both private and small-group lessons and can cater the instruction to your skill level. The lessons are conducted at the North End Beaches away from the crowds with an experienced instructor. An easy-to-use soft-top long board is provided for all students or you may bring your own board if you prefer. Lessons last two hours and we reserve the right to to suggest a change in time due to the tides.

Daily: 9:00am

Duration: 2 Hours
1-2 people: $75/person
3-4 people: $65/person
5-6 people: $55/person