We Found These Experiences For You (30)
Annapolis, MD
Explore the Heart of Annapolis
$35 Per Person | 1.5 Hour Tour | Great for Everyone!
Explore the Heart of Annapolis Rates Person - $35 Private Vehicle (For up to 5 people)- $175 Duration 1 hours 30 minutes About You’ve never seen American history like this! Hop aboard our all-electric vehicle and explore the nooks, crannies, and history that Annapolis has to offer — you’ll be surprised ...
Annapolis
Private Tours
Annapolis Eventours
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Annapolis Food Tour
3 Hours 30 Minutes • Ages 7 and up
The Best of Annapolis Duration 3 hours and 30 minutes About One of the first settled cities in America, Annapolis is one of the most historically significant cities in our nation. During The Historic Annapolis Food Tour, you will enjoy a series of dishes from restaurants in downtown Annapolis while weaving ...
Extended "Off-Site" Rentals
1-14 Day Off-Site Rentals • Single & Tandem Kayaks, Stand Up Paddleboards
Rent your own Stand Up Paddleboard or Kayak About Looking for an Overnight, Full Day or Multi-Day rental? Give us a call 410-919-9402 or send us a message through our website! We offer extended rentals from 1-14 days for SUPs, Single Kayaks, and Double Kayaks. This has become a very popular service ...
Annapolis
Kayak, SUP
Capital SUP Annapolis
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Downtown Annapolis (Spa Creek) - Special Events & Tours
1.5 Hours • Sunrise Paddles, Fireworks, Yappy Hour, and More!
Spend summer paddling the calm waters of Back Creek from Nautilus Point, taking in scenic views of the Chesapeake Bay Bridge and observing local wildlife. This short paddle places you less than a mile from Eastport's Restaurant Row and about 1.5 miles from downtown Annapolis, making it an easy stop ...
Annapolis
1.5 hours
Capital SUP Annapolis
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Off-Site Event
Join Capital SUP as we take paddling beyond the docks and out into some of Annapolis’ most iconic waterways! From the peaceful glow of our Downtown Sunrise Paddle to the festive fun of our Halloween Paddle and other specialty experiences, each event offers a unique way to connect with the water, the ...
Annapolis
1.5 Hour Tours
SUP
Capital SUP Annapolis
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Boards, Paddles, & Merch
Annapolis
SUP
Capital SUP Annapolis
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FULL-DAY ESCAPE
8 hours
A Full Day on the Chesapeake An unhurried full-day escape on the water, designed around your time, your pace, and your people. Whether celebrating or simply stepping away from routine, the Bay offers a quieter rhythm—open water, steady breezes, and the freedom to fully unwind. Aboard the 71’ luxury ...
Annapolis
8 Hours
Boat Rental
Chesapeake Charter Experiences
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HALF-DAY ESCAPE
4 hours
A Half-Day on the Chesapeake Four effortless hours on the water, designed around your time and your people. Whether celebrating or simply escaping the everyday, the Bay offers a slower, more refined pace—open water, a steady breeze, and space to truly unwind. Aboard the 71’ luxury motor yacht, enjoy ...
Annapolis
4 Hours
Boat Rental
Chesapeake Charter Experiences
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SUNSET CRUISE
2 hours (option to add extra time)
A Sunset Cruise on the Chesapeake An elevated evening on the water, designed to slow time as the day fades into golden light. Settle in with your people as the Bay quiets around you—open water, warm air, and a horizon that lingers a little longer with every mile. Aboard the 71’ luxury motor yacht, ...
Annapolis
2 Hours
Boat Rental
Chesapeake Charter Experiences
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2 Hour Private Morning Charter
When you want to spend the day on the water, relax, and cruise the Chesapeake Bay in style aboard our captained 36 ft luxury Hinckley Picnic Boat!
Annapolis
2 Hours
Private Tours
Boat Tour
Chesapeake Classic Yacht Charters, LLC
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2 Hour Private Daytime Charter
When you want to spend the day on the water, relax, and cruise the Chesapeake Bay in style aboard our captained 36 ft luxury Hinckley Picnic Boat!
Annapolis
2 Hours
Private Tours
Boat Tour
Chesapeake Classic Yacht Charters, LLC
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2 Hour Private Sunset Charter
When you want to spend the day on the water, relax and cruise the Chesapeake Bay in style aboard our captained 36 ft luxury Hinckley Picnic Boat! Start times vary seasonally, beginning 2 hours prior to sunset
Annapolis
2 Hours
Private Tours
Boat Tour
Chesapeake Classic Yacht Charters, LLC
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1 Hour Photoshoot Charter
Includes captain, fuel, cooler with ice and bottled waters, and use of the boat for the hour. Photographer not included (we can provide a list of preferred photographers upon request).
Annapolis
1 Hour
Boat Tour
Chesapeake Classic Yacht Charters, LLC
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Gift Card
Give them an experience they’ll remember!
Purchase the perfect gift: a gift card with a value of your choosing!
Annapolis
Gift Card
Chesapeake Classic Yacht Charters, LLC
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Historic Walking Tour with Meal
Great for Families! | Every Wednesday and Sunday!
This tour will be approximately is 3 hours long including 1 hour for lunch/dinner with less than 1 mile of walking through the Historic District of Annapolis. You will visit the State House, once the capitol of the United States. You will see several Georgian mansion, visit St. Anne's Parish, ...
Annapolis
3 hours
Colonial Tours of Annapolis
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Historic Walking Tour
Great for Families! | Every Friday, and Saturday!
Rates Adult: - $20 Student (Ages 10-17): - $15 Duration 2 Hours About This tour is about 2 hours and less than 1 mile through the Historic District of Annapolis. Visit the State House, once the capitol of the United States. Visit a colonial kitchen and dining room in a Georgian mansion, when available. ...
Annapolis
Colonial Tours of Annapolis
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Gift Card
Give more, give an experience!
Purchase the perfect gift: a gift card with a value of your choosing!
Annapolis
Gift Card
Island Princess Cruises
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Gift Card
Purchase a gift card to be redeemed on any offering!
Purchase the perfect gift: a gift card with a value of your choosing!
Annapolis
Gift Card
Paddle Annapolis
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ASA 103
$895 per student | Basic Coastal Cruising
Students will learn to skills to perform as skipper or crew of a 30-50 foot boat by sailing in coastal waters. Upon completion students will be able to demonstrate the ability to skipper a sloop-rigged auxiliary powered (outboard or inboard engine) keelboat of approximately 25 to 35 feet length by day ...
ASA 104
$1095 per student | Bareboat Cruising
Demonstrated ability to skipper a sloop-rigged, auxiliary powered (inboard diesel engine) keelboat of approximately 30 to 50 feet in length during an extended cruise in coastal waters in moderate to heavy winds and sea conditions. Knowledge of provisioning, galley operations, boat systems, inboard engine ...
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