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Browse Boat Rentals in Baltimore, MD.

5.0

(559 Reviews)

Page 2 of 2 • 44 listings

Events in Annapolis · 128 guests

Enjoy the best views of Annapolis, MD aboard the Island Princess

New

$480+/hour

Events in Annapolis · 6 guests

Relaxing Excitement of the Chesapeake Bay and tributaries on our Yacht

New

$300/hour

Powerboats in Stevensville · 6 guests

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

5.0

$375/hour

Sailing in Annapolis · 10 guests

DOS MILAGROS Beneteau Oceanis 45 Sailing Yacht in Chesapeake Bay!

New

$232+/hour

Powerboats in Kent Narrows · 11 guests

Come take a cruise on the Annapolis Jet Boat

New

$360/hour

Powerboats in Annapolis · 6 guests

19' Hurricane (S) | Seats 6 | Ready For Adventure On The Chesapeake

New

$125+/hour

Water Sports in Baltimore · 6 guests

Enjoy your day on the water with a Yamaha Waverunner EX Jet ski!

New

$70+/hour

Powerboats in Annapolis · 6 guests

19' Hurricane (S) | Seats 6 | Ready For Adventure On The Chesapeake

New

$125+/hour

Powerboats in Annapolis · 6 guests

Parker Southwestern | Seats 6 | 23'

New

$125+/hour

Powerboats in Annapolis · 12 guests

26’ CREST TRITOON | Excellent Pontoon | Seats 12

New

$194+/hour

Sailing in Annapolis · 13 guests

Sail in Style Aboard the 2024 Seawind 1160 Lite – Your Perfect Charter Escape

New

$350+/hour

Events in Annapolis · 12 guests

50′ VIKING - Your Chartered Experience Awaits!

New

$841+/hour

Powerboats in Annapolis · 6 guests

19' Hurricane (S) | Seats 6 | Ready For Adventure On The Chesapeake

New

$125+/hour

Powerboats in Annapolis · 6 guests

21′ KENCRAFT | Center Console | Located On The South River

New

$125+/hour

Events in Annapolis · 30 guests

46′ CARMEN | Take Everybody With You! | Captain Included

New

$670+/hour

Overnight in Baltimore · 8 guests

"Be Well Boat" Open Water and Destination Experiences

New

$230/hour

Sailing in Annapolis · 4 guests

34ft Sailing Yacht in Annapolis, Maryland

New

$250/hour

Powerboats in Annapolis · 6 guests

Yamaha SX210 Bowider w/Swim Platform 6 Passengers w/Captain

5.0

Snoozed - Active 22 Sep 2025

Sailing in Annapolis · 13 guests

STARZ -Lagoon 42 Catamaran in Chesapeake Bay

5.0

Snoozed - Active 02 Oct 2025

Powerboats in Essex · 5 guests

Cruise the Chesapeake on Bay Lady

New

Snoozed - Active 02 Sep 2025

Top Destinations Nearby

50
Annapolis
Maryland

Baltimore Reviews

JS
Jen

STARZ -Lagoon 42 Catamaran in Chesapeake Bay
I highly recommend Chronic Sailing! We did a 4 hour charter out of Annapolis as a bachelorette party. Captain Steve and Sarah were so accommodating and made our time so memorable. We are so appreciative. They made everything so easy- from booking to sailing and making memories with us. The STARZ catamaran boat was incredible! It fit our big group comfortably and gave us a little bit of luxury as we lounged and enjoyed on the bay. Again, this was a great experience for all of us and I would love to use them again!
Danylle

Yamaha SX210 Bowider w/Swim Platform 6 Passengers w/Captain
Mike and Holly were great hosts! Very nice, knowledgeable of the water and the areas, showed us some great spots, allowed us to be completely relaxed and comfortable. Not to mention, took tons of fun pics of our group! Thank you so much, Mike and Holly. Don’t think, just book! …but not on a date that I want.. lol We will be booking again!! Thank you!
ML
Melissa

Yamaha SX210 Bowider w/Swim Platform 6 Passengers w/Captain
Holly and Mike were outstanding captains! Loved getting to see different areas of PCB and had an amazing time in the sandbar off shell island!!! Thanks again for a wonderful time! Definitely will be back!
MR
Matt

STARZ -Lagoon 42 Catamaran in Chesapeake Bay
Great experience and our family and friends had a wonderful time. Clean boat and fun crew to help us celebrate a special occasion. Highly recommend!
Ts
Teresa

Yamaha SX210 Bowider w/Swim Platform 6 Passengers w/Captain
Cannot say enough good things! Holly and Mike were great, treated us like family and were very accommodating! Super friendly and quick with communication. Thanks again so much! We had a blast 😊
Jimmie

Yamaha SX210 Bowider w/Swim Platform 6 Passengers w/Captain
I had a really great time. The couple was very nice and helpful to answer any questions we had. I would recommend them for all your Panama City boating rental needs.