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Deale, Maryland Boat Rentals - 2023

24 listings
Captained Sailboat Viko S 35 in Deale
Sailing in Deale · 6 guests

Captained Sailboat Viko S 35 in Deale

New
$298hour
Cruise the Chesapeake Bay on a beautiful 34ft Maxum Yacht
Powerboats in Deale · 6 guests

Cruise the Chesapeake Bay on a beautiful 34ft Maxum Yacht

5.0
$250hour
Charter 44' Orana Cruising Catamaran In Deale, Maryland
Sailing in Deale · 10 guests

Charter 44' Orana Cruising Catamaran In Deale, Maryland

5.0
$2,600day
Catalina 445 Sailboat
Deale · 6 guests

Catalina 445 Sailboat

New
$298hour
Enjoy a Luxurious Boat Cruise on the Chesapeake Bay, Maryland
Powerboats in North Beach · 8 guests

Enjoy a Luxurious Boat Cruise on the Chesapeake Bay, Maryland

New
$400hour
41ft Luxury Yacht for Charter on the Chesapeake Bay
Events in North Beach · 10 guests

41ft Luxury Yacht for Charter on the Chesapeake Bay

4.0
$600hour
Captained Fishing Trips in Chesapeake Beach, Maryland
Fishing in Chesapeake Beach · 6 guests

Captained Fishing Trips in Chesapeake Beach, Maryland

New
$113-120hour
Charter this 42ft Sailboat in Edgewater, Maryland for up to 6 persons MAXIMUM.  Take a sail on beautiful Chesapeake Bay or take some Beginner or Advanced sailing lessons on a big boat.
Sailing in Mayo · 6 guests

Charter this 42ft Sailboat in Edgewater, Maryland for up to 6 persons MAXIMUM. Take a sail on beautiful Chesapeake Bay or take some Beginner or Advanced sailing lessons on a big boat.

5.0
$175-200hour
Luxury cruise around the Chesapeake - Leave your stress in the wake!
Events in Selby-on-the-Bay · 6 guests

Luxury cruise around the Chesapeake - Leave your stress in the wake!

New
$575hour
Maxum 30ft Yacht! Escape for a day on the Chesapeake
Events in Selby-on-the-Bay · 6 guests

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

New
$365hour
31' Chaparral 307 SSX Luxury Bowrider Rental in Edgewater, MD
Powerboats in Selby-on-the-Bay · 14 guests

31' Chaparral 307 SSX Luxury Bowrider Rental in Edgewater, MD

5.0
$225hour
43ft Cruiser Express Yacht for Daily Charter on Chesapeake Bay, Annapolis, Rhodes River or South River
Events in Selby-on-the-Bay · 8 guests

43ft Cruiser Express Yacht for Daily Charter on Chesapeake Bay, Annapolis, Rhodes River or South River

5.0
$400hour
Rent this 300 Sea Ray Cuddy Cabin Cruiser in Washington, DC
Powerboats in Selby-on-the-Bay · 6 guests

Rent this 300 Sea Ray Cuddy Cabin Cruiser in Washington, DC

5.0
$160-200hour
1987 Chris Craft Speed Boat Rental in Chesapeake Beach, Maryland
Powerboats in Maryland · 6 guests

1987 Chris Craft Speed Boat Rental in Chesapeake Beach, Maryland

New
$275hour
Green Yamaha EX Jet Ski for rent in Chesapeake Beach Maryland
Water Sports in Maryland · 2 guests

Green Yamaha EX Jet Ski for rent in Chesapeake Beach Maryland

New
$125hour
Black Yamaha EX Jet Ski for Rent
Water Sports in Maryland · 2 guests

Black Yamaha EX Jet Ski for Rent

New
$125hour
Blue Yamaha EX Jet Ski for rent
Water Sports in Maryland · 2 guests

Blue Yamaha EX Jet Ski for rent

New
$125hour
Seadoo Spark Trixx Jet Ski
Water Sports in Maryland · 2 guests

Seadoo Spark Trixx Jet Ski

New
$125hour
23ft Crownline Bowrider Enjoy a Day on the Water of Edgewater, Maryland!
Powerboats in Edgewater · 8 guests

23ft Crownline Bowrider Enjoy a Day on the Water of Edgewater, Maryland!

New
$150hour
Seawind 1260 Cruising Catamaran Rental in Annapolis, MD
Sailing in Edgewater · 12 guests

Seawind 1260 Cruising Catamaran Rental in Annapolis, MD

5.0
$425hour
''Imi Ola'' Seawind 1260 Cruising Catamaran Charter in Edgewater, Maryland
Sailing in Edgewater · 12 guests

''Imi Ola'' Seawind 1260 Cruising Catamaran Charter in Edgewater, Maryland

5.0
Superowner
$716hour
Bentley 220 Cruise Pontoon for rent in Edgewater
Powerboats in Edgewater · 10 guests

Bentley 220 Cruise Pontoon for rent in Edgewater

New
$400hour
Enjoy a Day on the Bay and cruise the South River
Powerboats in Annapolis · 6 guests

Enjoy a Day on the Bay and cruise the South River

New
$120hour
Charter the 60' Sea Spirit Motor Yacht in Annapolis, Maryland
Events in Annapolis · 65 guests

Charter the 60' Sea Spirit Motor Yacht in Annapolis, Maryland

4.9
$3,600day

Deale Reviews

  1. bb
    brent
    31' Chaparral 307 SSX Luxury Bowrider Rental in Edgewater, MD

    From the very start of our day, Michael was very accommodating to all our desires and tailored the day to make it absolutely fabulous. Would 100% recommend him to everyone and plan to use him again next year. Great Experience!!!!!

  2. CB
    Craig
    43ft Cruiser Express Yacht for Daily Charter on Chesapeake Bay, Annapolis, Rhodes River or South River

    Fantastic outing. First class!

  3. JR
    Jim
    43ft Cruiser Express Yacht for Daily Charter on Chesapeake Bay, Annapolis, Rhodes River or South River

    We had a blast. Great captain and mate !!

  4. Maureen
    Maureen
    Cruise the Chesapeake Bay on a beautiful 34ft Maxum Yacht

    What an amazing Captain. We had the perfect time celebrating my bff birthday. It was a beautiful sail. Everything was absolutely perfect.

  5. Liz
    Liz
    Cruise the Chesapeake Bay on a beautiful 34ft Maxum Yacht

    Captain Steve was incredible. He made our two hour boat outing experience unforgettable. We stopped around monuments to snap some scenic photos and even when we got caught in some rain, we all were fully covered in the inside of the boat. We will certainly book again soon!!

  6. Danika
    Danika
    Charter 44' Orana Cruising Catamaran In Deale, Maryland

    We had the best time! Everything was perfect! Rob communicated well! The boat looked exactly like the pictures. It was enough space for my 10 guest party! We sailed out for 7hrs and it still didn’t feel like enough time! I’m so glad I went with this boat and will be using it again in the future. Best birthday ever!!!