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Wilmington, Delaware Boat Rentals

24 listings
Moomba Craz Pro 23ft Exceptional Watersports and Cruising!!
Powerboats in Newark · 12 guests

Moomba Craz Pro 23ft Exceptional Watersports and Cruising!!

5.0
$150hour
PHILLY FIRST LUXURY PARTY PONTOON BOAT IS FINALLY HERE!!! VOTE BEST OF 2022
Powerboats in Philadelphia · 10 guests

PHILLY FIRST LUXURY PARTY PONTOON BOAT IS FINALLY HERE!!! VOTE BEST OF 2022

New
$275hour
Keywest 2000wa w/ brand new reliable motor
Maryland · 5 guests

Keywest 2000wa w/ brand new reliable motor

New
$400day
Timber Creek Tour with a USCG Licensed Captain
Powerboats in Philadelphia · 6 guests

Timber Creek Tour with a USCG Licensed Captain

New
$60person
Philly Schuylkill River Tour with a USCG Licensed Captain
Powerboats in Philadelphia · 6 guests

Philly Schuylkill River Tour with a USCG Licensed Captain

5.0
$180hour
Philly Delaware River Tour with a USCG Licensed Captain
Powerboats in Philadelphia · 6 guests

Philly Delaware River Tour with a USCG Licensed Captain

5.0
$180hour
Sunset Sail - Philadelphia Waterfront with O'Day 322 Sailing Yacht
Sailing in Philadelphia · 6 guests

Sunset Sail - Philadelphia Waterfront with O'Day 322 Sailing Yacht

5.0
$350hour
Learn to Sail in Havre de Grace, MD (Minutes off of I95 in Historic Havre de Grace, MD)
Tours in Havre de Grace · 2 guests

Learn to Sail in Havre de Grace, MD (Minutes off of I95 in Historic Havre de Grace, MD)

New
$200person
Starratt & Jenks Morgan 45ft Sailing Charter in Havre de Grace, MD - USCG Licensed Captain
Sailing in Havre de Grace · 6 guests

Starratt & Jenks Morgan 45ft Sailing Charter in Havre de Grace, MD - USCG Licensed Captain

New
$200hour
Tahoe Funship Pontoon on The Delaware River
Powerboats in New Jersey · 10 guests

Tahoe Funship Pontoon on The Delaware River

5.0
$165hour
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

4.5
$275-$375night
Sail out of Middle River onboard Hunter 41 AC Sailboat!!
Sailing in Essex · 6 guests

Sail out of Middle River onboard Hunter 41 AC Sailboat!!

5.0
$175hour
Spacious 38' Luxury Cruiser with plenty of room for celebrating or relaxing!!!
Powerboats in Essex · 6 guests

Spacious 38' Luxury Cruiser with plenty of room for celebrating or relaxing!!!

New
$150hour
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
Superowner
$150hour
Fully Crewed Sailing Cruises Aboard 41' Sailboat in Rock Hall, MD
Sailing in Rock Hall · 4 guests

Fully Crewed Sailing Cruises Aboard 41' Sailboat in Rock Hall, MD

5.0
$150hour
Party Boat or Private Cruise aboard 70ft Motor Yacht in Ocean City, NJ
Events in Ocean City · 75 guests

Party Boat or Private Cruise aboard 70ft Motor Yacht in Ocean City, NJ

5.0
$700hour
Brand New 25ft Crownline for Charter in Stone Harbor!
Powerboats in Stone Harbor · 6 guests

Brand New 25ft Crownline for Charter in Stone Harbor!

5.0
Snoozed - Active 26 Apr 2024
STARCRAFT LUXURY PARTY PONTOON IS FINALLY HERE!!BEST OF BALTIMORE WINNER 2022...
Powerboats in Baltimore · 10 guests

STARCRAFT LUXURY PARTY PONTOON IS FINALLY HERE!!BEST OF BALTIMORE WINNER 2022...

5.0
$275hour
42FT PARTY YACHT BEST OF BALTIMORE 2022&23 WINNER!!!
Events in Baltimore · 12 guests

42FT PARTY YACHT BEST OF BALTIMORE 2022&23 WINNER!!!

5.0
$385hour
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

New
$325hour
Stunning!!! Smooth 26ft Larson Party Cabin Cruiser for Baltimore, Maryland
Powerboats in Baltimore · 8 guests

Stunning!!! Smooth 26ft Larson Party Cabin Cruiser for Baltimore, Maryland

5.0
$150hour
You don't have to own a boat to enjoy one.
Powerboats in Annapolis · 7 guests

You don't have to own a boat to enjoy one.

New
Snoozed - Active 02 May 2024
30 ft sailboat with highly experienced Captain in Baltimore Inner Harbor
Sailing in Baltimore · 5 guests

30 ft sailboat with highly experienced Captain in Baltimore Inner Harbor

5.0
$150hour
Sailing Adventure in Chesapeake Bay with 28ft Tartan Sailing Yacht!
Sailing in Annapolis · 4 guests

Sailing Adventure in Chesapeake Bay with 28ft Tartan Sailing Yacht!

5.0
$150hour

Wilmington Reviews

  1. Dana
    Dana
    Tahoe Funship Pontoon on The Delaware River

    I had the most amazing experience chartering Kostas' boat for my anniversary celebration! From start to finish, Kostas made everything seamless and truly memorable. The boat itself was fantastic, and I loved being able to connect my playlist to the boat's Bluetooth speakers. Kostas even surprised us with a celebratory drink, which was such a thoughtful gesture. I brought some wine and fruit for snacking, and we had a delightful time enjoying the beautiful views on the water. As part of the experience, Kostas took us to King George II restaurant in Bristol, PA, and it was absolutely phenomenal. Being a history buff, I was thrilled to learn that it's the oldest continuously run inn/diner in America. Kostas' recommendation was spot-on! One of the highlights was when Kostas took pictures of us. It was such a kind gesture, and now we have these wonderful memories captured forever. Overall, the entire experience was outstanding. Kostas' attention to detail, friendly nature, and excellent service made it truly unforgettable. I highly recommend chartering his boat for any special occasion or simply to have an incredible time on the water. Thank you, Kostas, for an amazing experience!

  2. GF
    George
    34' Hunter Cruising Monohull In Rock Hall, Maryland United States

    Great value! Excellent sailing gear!! If you are an experienced sailor with at least one other person, you won't find a better value for day or overnight sailing near Annapolis. I will definitely be renting this boat again either with my family for the day or some buddies overnight. Took Icarus on a two night late-October trip from Rock Hall, overnight in Annapolis then St. Michaels with a couple buddies. James made the process VERY easy - very communicative and willing to go the extra mile for our convenience. This Hunter 34 sails really well (especially upwind.) It is set up that one experienced sailor and one other person can easily manage it. Comfort-wise it is probably better dockside on shore power in order to be able to utilize the cabin climate control system and power outlets for charging your phones (bring portable chargers if you won't be on shore power.) Returning the boat into the slip was a little tricky and James offered to be there to "coach us" in but we managed it on our own. The diesel was very reliable and fuel efficient - recommend you listen very carefully to James when he explains how to start it because can be a little tricky (as of Oct 2023.) Recommend you bring a handheld (or phone) GPS because as of Oct 23 the GPS is in the cabin. Bottom line - this is a great value - don't hesitate to book!!

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

    We had a wonderful experience chartering Jim’s sailboat over Labor Day weekend. Jim was very accommodating, walking through the boat with us and making sure everything was in great shape before we began our charter. We sailed from Rock Hall to Annapolis and back, spending two nights aboard Icarus. His upgrades to the boat really helped make it easier to sail and more comfortable to relax in, and Jim was always readily available if we had any questions. Could not recommend this more highly, and we don’t think there’s a better charter out there for the price in the Chesapeake.

  4. JM
    John
    34' Hunter Cruising Monohull In Rock Hall, Maryland United States

    Jim’s boat is an amazing sailing set up for those looking for a great way to explore the Bay. The boat is equipped with everything you’ll need for a day sail or an overnight as my wife and I did. It was a great boat to explore the Bay with and Jim gave us great recommendations on where to anchor out!

  5. BH
    Brack
    34' Hunter Cruising Monohull In Rock Hall, Maryland United States

    The boat is older but everything works. It has been well maintained and sails very well, with one owner only. Controls and lines are simple and straightforward. The owner was very responsive and helpful, including suggestions on destinations. The location is great, 10 feet from our car to the boat.

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

    Icarus is an older boat that shows it age a bit, but the rig was easy to sail and all of the equipment worked well. It was our first overnight charter and I was not disappointed at all. We had perfect weather and enjoyed our sail from/to Annapolis taking about 4 hours each way. Jim gave great advice and his communication was excellent prior to and during our charter. Absolutely no complaints.