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Pasadena, Maryland Boat Rentals & Yacht Charters

Page 1 of 1 • 24 listings

Powerboats in Severna Park · 4 guests

2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland

5.0

$120/hour

Events in Arnold · 13 guests

$1100 2hrs| 39ft Regal | 13 Guests | Annapolis

5.0

Superowner

$550/hour

Powerboats in Arnold · 10 guests

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

5.0

$80+/hour

Instant Book

Fishing in Riviera Beach · 6 guests

Fishing Charter in Pasadena, Maryland

5.0

$840/day

Events in Annapolis · 12 guests

71’ Motor Yacht - Perfect For Entertaining and Cruising The Bay

New

$525/hour

Powerboats in Annapolis · 8 guests

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

4.9

$225/hour

Powerboats in Annapolis · 6 guests

Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis

4.8

$95+/hour

Fishing in Baltimore · 2 guests

Quest Sportsman 12 Jon Boat: Perfect for rivers and lakes in Baltimore Highlands

New

$50/hour

Sailing in Annapolis · 4 guests

34ft Sailing Yacht in Annapolis, Maryland

New

$250/hour

Powerboats in Dundalk · 8 guests

22’ Bayliner Cruiser with Onboard Water and Toilet - 8 People

New

$125/hour

Sailing in Annapolis · 6 guests

Private Annapolis Sailing Experience on a Classic 37' Nauticat Ketch

New

$150+/hour

Events in Annapolis · 8 guests

Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

5.0

$300/hour

Powerboats in Annapolis · 6 guests

Quick Private Annapolis Harbor Boat Ride - Oceanus 12 VST Inflatable

New

$125/hour

Powerboats in Annapolis · 32 guests

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

New

Snoozed - Active 25 Aug 2026

Events in Annapolis · 13 guests

Annapolis | 50 Prestige Yacht for 13 People

New

Superowner

$650/hour

Sailing in Annapolis · 12 guests

New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

5.0

$1,100/hour

Powerboats in Annapolis · 9 guests

Newest Electric Powered Luxury Deck Boat - Extra Large Deck- Full Day Bed

New

$275+/hour

Powerboats in Annapolis · 12 guests

26′ Bennington Pontoon | Adventure Awaits | Seats 12

5.0

$194+/hour

Powerboats in Annapolis · 12 guests

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

5.0

$175+/hour

Powerboats in Annapolis · 12 guests

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

New

$175+/hour

Powerboats in Annapolis · 6 guests

23ft Parker Center Console | Seats 6 | Edgewater, Maryland

New

$125+/hour

Sailing in Annapolis · 12 guests

Charter 42' Lagoon Catamaran in Annapolis, MD

5.0

$425/hour

Events in Annapolis · 6 guests

Relaxing Excitement of the Chesapeake Bay and tributaries on our Yacht

New

$300/hour

Powerboats in Edgewater · 25 guests

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

5.0

$525/hour

Top Destinations Nearby

Pasadena Reviews

Sarah

$1100 2hrs| 39ft Regal | 13 Guests | Annapolis
An absolutely fantastic experience from start to finish! The captain was wonderful and the scenery was breathtaking, making for an unforgettable trip out on the water. The boat was spotless, the booking process was a breeze, and everything ran like clockwork — couldn’t recommend it more highly!
AM
Aisha

Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
Captain McCoy did a great job with our charter! He was flexible with our plans as we were figuring out booking and made sure we had tons of toys when out on the water. Would definitely recommend him in Annapolis and beyond!
Lauren

Charter 42' Lagoon Catamaran in Annapolis, MD
We had an amazing day on the bay with Captain Adam! He was super communicative leading up to the trip, providing amazing instruction to make it as easy as possible to get aboard. While on board the vessel was very clean and comfortable and he and his team were knowledgeable about the area. Highly recommend! They’re lovely!
hN
hornella

2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island
It was a good choice i’m really glad i booked with them. we had a good day on my birthday, Very fun and enjoyable, The captain was good and kind. Thank you so very much!
MB
Mary

2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland
Sunmi was extremely attentive - he was on time, had the boat ready to, went through review of the boat and we were off. We had a blast!! The boat drives very well. Great for an afternoon on the Chesapeake!
Austin

2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland
Sumni was great to work with. Awesome vessel. Great for a day on the river with friends!