We Found These Experiences For You (44)
Annapolis, MD
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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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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Historic Walking Tour and Lunch/Dinner
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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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 101 - Basic Keelboat
$695 per student | Basic Keelboat Sailing
Learn to skipper the Beneteau/ASA First 22 by day in light to moderate winds and sea conditions. Learn basic sailing terminology, parts and functions, helm commands, basic sail trim, points of sail, buoyage, seamanship and safety including basic navigation rules to avoid collisions and hazards. Rates ...
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 ...
ASA 103/104
$1,695 per student Basic Coastal/Bareboat Cruising
PowerTime AB-101
2 Day Class • Hands on & Beginner Friendly • Adults only
Gain the skills and confidence to operate a 20- to 28-foot powerboat. No prior experience necessary. AB-101 is a dynamic, two-day course that combines classroom learning with practical, on-the-water training in light to moderate conditions. Taught in small groups of up to four students, this course covers ...
Annapolis
2 Days; 8:30 am to 5 pm
Water Activities
SailTime Annapolis
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Private Tiki Boat - Nautilus Point
BYOB • 8-16 people • 1 hour and 45 minutes
Naptown Tiki Club is the first and only tiki boat bar in Annapolis! Fitting up to 16 passengers, this BYOB private floating tiki bar hailing from Nautilus Point Marina is the best way for friends, families, and colleagues to safely sip, cruise, and celebrate out on the water! Be the envy of Maryland’s ...
Annapolis
1 Hour 45 Minutes. Want more time? Contact us or
Private Tours
Sea Suite Cruises Annapolis
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Gift Card - Annapolis, MD
Give the gift of an experience they'll remember this holiday season!
Make your holiday gifting simple with a Sea Suite Cruises gift card. Choose any amount and let your loved ones redeem it whenever they are ready for an Annapolis water adventure. This gift offers flexibility, excitement, and an open invitation to create new memories on the water. The card arrives instantly ...
Annapolis
Gift Card
Sea Suite Cruises Annapolis
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Sip and Spin Art w/4 colors
4 colors per canvas
Create a modern piece of art while having fun and making your favorite refreshing drink. No skill needed. Bring a fun mind set. Let your creativity flow. MENU OF FUN Bicycle Spin Art - Spin vibrant colors into a one of a kind pattern that will amaze you. Our specially designed bikes will enable you and ...
Annapolis
25 Minutes
Sip & Spin Art
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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
Sip & Spin Art
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ASA 214 Catamaran Instructor
Catamarans are Great
Become an ASA 204 Cruising Catamaran Instructor! Duration 1 Day, 8am to 4pm About ASA Certified ASA Sailing Instructors have demonstrated that they have excellent sailing skills and possess the ability to teach others. If you have the experience, now you can have the credentials you deserve. The ASA ...
Cruising Catamaran and Bareboat Chartering (ASA 104/114/IPC)
3.5 Days • Learn to skipper a catamaran
Immerse yourself and get certified! Duration 3.5 Days, 3 nights liveaboard About Learn to skipper an auxiliary-powered sailing cruising catamaran of approximately 30-45' feet in length during a multi-day liveaboard cruise upon inland or coastal waters in moderate to heavy winds (up to 30 knots) ...
Cruising Catamaran (ASA 114)
3 Days, 2 Nights, Liveaboard • Cruise and learn on a luxurious 40-foot catamaran
Charter that Cat! Duration 3 Days, 2 nights liveaboard About Learn how to sail a sloop-rigged, auxiliary powered 30'-45' catamaran during a multi-day cruise upon inland/coastal waters in moderate/heavy winds and sea conditions. Learn about boat systems, auxiliary engines, advanced sail trim, ...
Viewing 26 to 44 of 44 Experiences