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04/27/2024 ± 1 day

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All listings in Annapolis

Search yacht rentals in Annapolis, Maryland.

5.0

(139 Reviews)

Page 1 of 1 • 17 listings

Sailing in Annapolis · 12 guests

41' Lagoon Catamaran in Maryland

5.0

Superowner

Best of 2023

$390hour

Sailing in Mayo · 6 guests

Experience the Serenity of Sailing SV Magic

4.8

$165hour

Events in Annapolis · 8 guests

Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

5.0

$250hour

Sailing in Annapolis · 12 guests

50ft Catamaran Charter with Water Toys - Annapolis, MD

New

$450hour

Sailing in Edgewater · 12 guests

Charter 42' Lagoon Catamaran in Annapolis, MD

5.0

$425hour

Sailing in Deale · 10 guests

Charter 44' Orana Cruising Catamaran In Deale, Maryland

5.0

$2,600day

Events in Selby-on-the-Bay · 8 guests

43ft Cruiser Express Yacht for Daily Charter

5.0

$400hour

Events in Selby-on-the-Bay · 6 guests

Maxum 30ft Yacht! Escape for a day on the Chesapeake

New

$365hour

Travel in Annapolis · 6 guests

Relaxing Excitement of the Chesapeake Bay and tributaries on our Ocean Yacht

New

$300hour

Events in North Beach · 8 guests

Enjoy a Luxurious Boat Cruise on the Chesapeake Bay, Maryland

5.0

$400hour

Events in Annapolis · 6 guests

Historical Annapolis Private Boat Cruise onboard a beautiful Swift Trawler!

5.0

$250hour

Events in Annapolis · 6 guests

Discover the Spirit of the Cheasapeake Bay with our Nautical-Themed Photography

New

$210hour

Sailing in Annapolis · 20 guests

Sail the Sea on the Pintita

New

$500-$750hour

Events in Stevensville · 6 guests

Pershing 65 Power Mega Yacht Rental in Stevensville, Maryland

New

$550hour

Events in Edgewater · 8 guests

Luxurious 51’ SeaRay Flybridge Yacht With Twin 600 Hp Cummins Engine

New

$500hour

Sailing in Saint Michaels · 6 guests

Romantic Sunset Champagne Cruise on the Chesapeake Bay - 2 Hours

New

$400hour

Powerboats in Annapolis · 32 guests

45' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 32 Guests Capacity

New

$55person

Top Destinations Nearby

Motor Yacht Reviews in Annapolis

DA
Dana
May, 2024
Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
We cannot thank McCoy enough for this unbelievable experience watching the Blue Angels perform over the Annapolis skyline. McCoy and his wife did not miss a single detail, including making sure our kids had enough sunscreen on for the voyage! These were incredibly crowded and challenging areas to navigate during the show and McCoy did so with ease and grace. Thank you both for making amazing memories for us!
bb
brent
May, 2024
41' Lagoon Catamaran in Maryland
Captain J was excellent. So nice and accommodating to our requests. It is our second time with him and will book with him again next time we want to have a great day on the water
Noelle
April, 2024
Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
My group and I had an amazing time! If you’re looking to have a great experience make sure to book with Captain McCoy. The boat was very clean. Getting on board was simple and finding the dock was easy. Also enjoyed stopping in the middle of our trip to just enjoy the weather and laying out on the front of the boat. I’d definitely book again!
KC
Kevin
April, 2024
Charter 42' Lagoon Catamaran in Annapolis, MD
Adam Yearwood is a fantastic captain! His boat is beautiful and he is well organized. We did a team outing sailing around the Chesapeake and had an awesome time - I highly recommend working with Adam!
Apolinar
May, 2024
41' Lagoon Catamaran in Maryland
Overall, it was very worth it.
DW
Daniel
May, 2024
Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
Outstanding highly recommend