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All listings in Annapolis

Affordable water taxis in Annapolis, Maryland.

Page 1 of 15 listings

Exclusive Private Annapolis Sailing Experience on a Classic 37' Nauticat Ketch
Sailing in Annapolis · 6 guests

Exclusive Private Annapolis Sailing Experience on a Classic 37' Nauticat Ketch

5.0
$200+/hour
Private Captained Annapolis Harbor Cruise – Sunrise, Sightseeing, Sunset
Powerboats in Annapolis · 6 guests

Private Captained Annapolis Harbor Cruise – Sunrise, Sightseeing, Sunset

5.0
$100+/hour
$375hr | 12 Guests | Annapolis Area
Events in Edgewater · 12 guests

$375hr | 12 Guests | Annapolis Area

New
Superowner
$375/hour
Limited Availability
$3K 4hrs | 13 Guests | St. Michaels & Annapolis | Hinckley
Powerboats in Saint Michaels · 13 guests

$3K 4hrs | 13 Guests | St. Michaels & Annapolis | Hinckley

New
Superowner
$750/hour
Instant Book
27' Godfrey Tritoon Pontoon Boat - Perfect for Cruising and Entertaining
Powerboats in Annapolis · 12 guests

27' Godfrey Tritoon Pontoon Boat - Perfect for Cruising and Entertaining

New
$175+/hour

Water Taxi Reviews in Annapolis

  1. KG

    Kathleen

    Exclusive Private Annapolis Sailing Experience on a Classic 37' Nauticat Ketch

    Highly highly recommend booking with Stephen! We had friends coming to visit from out of town and we had the most wonderful charter. Stephen was an excellent captain and very kind host. The boat itself is very cool, with plenty of room to hang on the bow (and a clean bathroom!). Can’t say enough about what a great time we had!!

  2. RB

    Richard

    Exclusive Private Annapolis Sailing Experience on a Classic 37' Nauticat Ketch

    Not sure I can say enough about how absolutely incredible our experience was with Steve. Boat was perfect. Communication was perfect. But the experience was incredible! He took my wife, two sons and I out to the Wednesday night races in Annapolis, and we got to engage right into the races, feel the speed of the boats, see the tight turns, and it’s an experience my sons will not forget. Can’t recommend highly enough.

  3. LF

    Linda

    Exclusive Private Annapolis Sailing Experience on a Classic 37' Nauticat Ketch

    Stephen was wonderful! A few days before our sailing trip, the weather forecast looked questionable, but he stayed in touch the entire time, offering to start earlier or even reschedule for a different day if needed. He was incredibly flexible and genuinely wanted to make sure we had the best possible experience. Thanks to his communication and commitment, we had a fantastic trip. I highly recommend sailing with Stephen!

  4. SN

    Sarah

    Private Captained Annapolis Harbor Cruise – Sunrise, Sightseeing, Sunset

    Stephen is the type of guy who makes the whole experience of boating on the water a once-in-a-lifetime feat. From his warm demeanor to his approach to helping each guest he takes on, to his allowance of people driving his own boat, his guidance along the way makes each and every guest wanting to come back for more. As soon as he met me outside the marina, he steered us on his boat into the waters of Annapolis Harbor, and did not hesitate to explain the landmarks we would be seeing alongside how boating actually works. For a newbie, he guided me on the logistics of how to drive his boat, which is something I thought was very warm and interesting. Stephen is an extremely friendly guy and is willing to do anything it takes to make his guests feel respected, relaxed and willing to know all about “the way of the water”. I learned a lot from him, and was left feeling fulfilled by my visit. I highly recommend Stephen to anyone who wants to do boating on the waters of Annapolis because he is a very knowledgeable and friendly person who always goes the extra mile.

  5. CJ

    Camille

    Exclusive Private Annapolis Sailing Experience on a Classic 37' Nauticat Ketch

    Terrific trip. Steve was a great captain! Super helpful with planning a perfect day on the water.