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Browse Annapolis Boat Rentals

4.9(Average of 511 reviews in this area)
Learn more about boating in Annapolis
Page 2 of 2 (37 listings)
38' Center Console - up to 6 Guests from Stevensville, MD
Powerboats in Stevensville · 6 guests

38' Center Console - up to 6 Guests from Stevensville, MD

5.0
$300hour
Historical Annapolis Private Boat Cruise onboard a beautiful Swift Trawler!
Events in Annapolis · 6 guests

Historical Annapolis Private Boat Cruise onboard a beautiful Swift Trawler!

5.0
$250hour
Pershing 65 Power Mega Yacht Rental in Stevensville, Maryland
Events in Stevensville · 6 guests

Pershing 65 Power Mega Yacht Rental in Stevensville, Maryland

New
$550hour
You don't have to own a boat to enjoy one.
Powerboats in Annapolis · 7 guests

You don't have to own a boat to enjoy one.

New
$35person
Enjoy a Day on the Bay and cruise the South River
Powerboats in Annapolis · 6 guests

Enjoy a Day on the Bay and cruise the South River

New
$130-150hour
Sunset Champagne Cruise on the Chesapeake Bay
Sailing in Saint Michaels · 6 guests

Sunset Champagne Cruise on the Chesapeake Bay

New
$399-400hour
Catalina 445 Sailboat
Deale · 6 guests

Catalina 445 Sailboat

New
$298hour
 VIKO S 35 Sailboat in Deale
Sailing in Deale · 6 guests

VIKO S 35 Sailboat in Deale

New
$298hour
Fully Crewed Annapolis Sailing Cruises
Sailing in Annapolis · 6 guests

Fully Crewed Annapolis Sailing Cruises

New
$175person
New Yacht Charter 2022 Bali 5.4 Sailing Catamaran in Annapolis Maryland
Events in Annapolis · 12 guests

New Yacht Charter 2022 Bali 5.4 Sailing Catamaran in Annapolis Maryland

New
$1,100hour
34ft Sailing Yacht in Annapolis, Maryland
Sailing in Annapolis · 4 guests

34ft Sailing Yacht in Annapolis, Maryland

New
$300hour
46ft Chesapeake Motor Yacht Charter in Stevensville, Maryland
Fishing in Stevensville · 6 guests

46ft Chesapeake Motor Yacht Charter in Stevensville, Maryland

New
$750day
Bentley 220 Cruise Pontoon for rent in Edgewater
Powerboats in Edgewater · 10 guests

Bentley 220 Cruise Pontoon for rent in Edgewater

New
$400hour

Annapolis Boat Rentals

Annapolis is a great place for boat rentals. The city is a big boating hub, with hundreds of stunning motor yachts, sailboats, and more. As the sailing capital of the United States, it stays true to its name with beautiful wooden schooners and sailboats cruising in and out of the many ports around Annapolis. A visit to this city isn’t complete without time spent on a boat exploring the beauty of Chesapeake Bay. Rent a motor yacht or sailboat charter while in Annapolis and spend hours cruising and touring. A boat charter can take you to all the great highlights, seeing the skyline from the perspective of the water.

How much does it cost to rent a sailboat for a day in Annapolis?

Renting a sailboat for a day in Annapolis starts at $350 a day for an Oceanis Cruising Monohull and goes up to $2,100 a day for a Lagoon Cruising Catamaran.

How much does it cost to rent a boat for a week in Annapolis?

Renting a boat in Annapolis starts at $100 for a sailboat and goes up to $1,600 for a motor yacht rental.

Can you sail in Annapolis without a License?

No, you do not need a license to rent a boat or sail in Annapolis. With GetMyBoat, you can rent a boat with a licensed captain to enjoy your time on the water. If you want to captain the boat yourself, you must, at the very least, have a Boating Safety Certificate. Be aware that owners will have a checkout process to test your competency with their boat, so if you question your ability, even if you have your boating safety certificate, it is best to go out with a captain.

When does the boating season start in Annapolis?

While boating season can vary a bit depending on the weather, it usually starts near the tail end of April and ends in September.

Annapolis Reviews

  1. IP
    Irene
    Historical Annapolis Private Boat Cruise onboard a beautiful Swift Trawler!

    Luis is customer service friendly business owner. He helped to make my birthday celebration with friends very special. He took pictures for us and with us. Highly recommend using his yacht for a cruise 🛳.

Boating Guide - Annapolis

Annapolis Boat Rentals

Annapolis is a great place for boat rentals. The city is a big boating hub, with hundreds of stunning motor yachts, sailboats, and more. As the sailing capital of the United States, it stays true to its name with beautiful wooden schooners and sailboats cruising in and out of the many ports around Annapolis. A visit to this city isn’t complete without time spent on a boat exploring the beauty of Chesapeake Bay. Rent a motor yacht or sailboat charter while in Annapolis and spend hours cruising and touring. A boat charter can take you to all the great highlights, seeing the skyline from the perspective of the water.

GetMyBoat has 37 listings for boating experiences in Annapolis with 511 reviews.

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