Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Baltimore, Maryland Boat Rentals & Yacht Charters

Page 1 of 349 listings

Pro line Center Console Magothy River - Perfect for fishing, exploring, cruising
Powerboats in Arnold · 10 guests

Pro line Center Console Magothy River - Perfect for fishing, exploring, cruising

5.0
$80+/hour
Instant Book
2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland
Powerboats in Severna Park · 4 guests

2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland

5.0
$120/hour
$1100 2hrs| 39ft Regal | 12 Guests | Annapolis
Events in Arnold · 12 guests

$1100 2hrs| 39ft Regal | 12 Guests | Annapolis

5.0
Superowner
$550/hour
2020 Misty Harbor Tritoon for 12 people in Annapolis
Powerboats in Annapolis · 12 guests

2020 Misty Harbor Tritoon for 12 people in Annapolis

5.0
$250/hour
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
Sailing in Rock Hall · 6 guests

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

5.0
$150/hour
Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
Events in Annapolis · 8 guests

Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

5.0
$300/hour
38ft Seawind 1160 Luxury Sailing Catamaran in Essex, Maryland for 12 Guests
Sailing in Essex · 12 guests

38ft Seawind 1160 Luxury Sailing Catamaran in Essex, Maryland for 12 Guests

5.0
$799+/hour
Stunning 26FT Cabin Cruiser – Relax, Celebrate & Cruise Baltimore in Style
Powerboats in Baltimore · 6 guests

Stunning 26FT Cabin Cruiser – Relax, Celebrate & Cruise Baltimore in Style

5.0
$200/hour
Limited Availability
38-ft Hunter 376 Sailing Adventure in Annapolis
Sailing in Annapolis · 6 guests

38-ft Hunter 376 Sailing Adventure in Annapolis

5.0
Superowner
$100+/hour
34' Hunter Cruising Monohull In Rock Hall, Maryland United States
Sailing in Rock Hall · 4 guests

34' Hunter Cruising Monohull In Rock Hall, Maryland United States

4.6
$275+/night
Limited Availability
2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island
Powerboats in Annapolis · 8 guests

2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island

4.9
$225/hour
Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis
Powerboats in Annapolis · 6 guests

Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis

4.8
$95+/hour
$600hr | 2 hrs Min | 12 Guests | SLX400
Events in Edgewater · 12 guests

$600hr | 2 hrs Min | 12 Guests | SLX400

New
Superowner
$600/hour
Limited Availability
 42ft Party Yacht Best of Baltimore 2024-25 Winner!
Events in Baltimore · 12 guests

42ft Party Yacht Best of Baltimore 2024-25 Winner!

5.0
$400/hour
Chaparral SSX 27ft - Captained Private Charter - Watersports Included!!
Powerboats in Edgewater · 6 guests

Chaparral SSX 27ft - Captained Private Charter - Watersports Included!!

5.0
$225/hour
Limited Availability
Luxurious 51’ SeaRay Flybridge Yacht With Twin 600 Hp Cummins Engine
Events in Edgewater · 10 guests

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

5.0
$500/hour
New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland
Sailing in Annapolis · 12 guests

New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

5.0
$1,100/hour
Welcome Aboard Optimystic! Create a beautiful memory on the water.
Sailing in Essex · 6 guests

Welcome Aboard Optimystic! Create a beautiful memory on the water.

5.0
$150/hour
Cruise the Inner Harbor and beyond on a Monterey 350 Sport Yacht
Powerboats in Baltimore · 6 guests

Cruise the Inner Harbor and beyond on a Monterey 350 Sport Yacht

5.0
$325/hour
Limited Availability
Cruise The Annapolis Area Chesapeake on a Classic 46’ Downeast – Up to 25 Guests
Powerboats in Edgewater · 25 guests

Cruise The Annapolis Area Chesapeake on a Classic 46’ Downeast – Up to 25 Guests

5.0
$475+/hour
High Demand
Enjoy the best views of Annapolis, MD aboard this beautiful Lydia dinner yacht
Events in Annapolis · 128 guests

Enjoy the best views of Annapolis, MD aboard this beautiful Lydia dinner yacht

5.0
$480+/hour
Big Thrills, Big Water, Big Fun — Introducing the 24′ Hurricane Sundeck
Powerboats in Annapolis · 12 guests

Big Thrills, Big Water, Big Fun — Introducing the 24′ Hurricane Sundeck

5.0
$175+/hour
Charter 42' Lagoon Catamaran in Annapolis, MD
Sailing in Annapolis · 12 guests

Charter 42' Lagoon Catamaran in Annapolis, MD

5.0
$425/hour
26′ Bennington Pontoon | Adventure Awaits | Seats 12
Powerboats in Annapolis · 12 guests

26′ Bennington Pontoon | Adventure Awaits | Seats 12

5.0
$194+/hour

Baltimore Reviews

  1. RM

    Richard

    38-ft Hunter 376 Sailing Adventure in Annapolis

    Capt. Alberto and his wife were awesome hosts! They were totally flexible about our schedule and it was great to hear about his prior sailing experiences. It was great to be with such an experienced host! We will definitely book with them in the future!!

  2. MK

    Michael

    38-ft Hunter 376 Sailing Adventure in Annapolis

    Capt Alberto is great. Very knowledgeable and very pleasant. He lets you participate in manning the boat as much as you want and is especially good and introducing new sailors to the glorious activity. Highly recommend!

  3. MB

    Maya

    38-ft Hunter 376 Sailing Adventure in Annapolis

    Capt Alberto and his wife were SO AMAZING!! They taught us how to sail and we sailed across the Chesapeake. Their boat is beautiful and their company is great. I highly recommend everyone book if they are looking to sail in the Annapolis area for a few hours, learn about sailing, and have a relaxing time.

  4. Cindy

    Cindy

    38-ft Hunter 376 Sailing Adventure in Annapolis

    We had a wonderful time on the water with Captain Alberto and Grace! Their wealth of sailing knowledge of the bay and beyond was quite entertaining and impressive. Thanks for sharing your lovely boat with us.

  5. Charli

    Charli

    38-ft Hunter 376 Sailing Adventure in Annapolis

    Captain Alberto and Grace were perfect hosts. Lots of easy conversation and banter as well as a sailing lesson and a bit of a tour of the bay! Will definitely use their services again.

  6. CK

    Christine Mahoney

    38-ft Hunter 376 Sailing Adventure in Annapolis

    Capt. Alberto was wonderful, his boat beautiful and we had the most glorious morning on the water. It was seamless, efficient, lovely and our whole family said it was the highlight of there vacation and week.