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Browse Chesapeake Bay Boat Rentals.

Page 5 of 9196 listings

Melges 24 - One Design Racing Experience
Sailing in Hampton · 5 guests

Melges 24 - One Design Racing Experience

5.0
Superowner
$100/hour
Instant Book
Fishing Charter on 38' Dawson Sportfish Yacht in Norfolk, Virginia
Fishing in Norfolk · 6 guests

Fishing Charter on 38' Dawson Sportfish Yacht in Norfolk, Virginia

5.0
$94+/hour
Ride on our 49 Passenger Navigator Boat!
Events in Washington · 49 guests

Ride on our 49 Passenger Navigator Boat!

5.0
Superowner
$865+/hour
Instant Book
$400hr | 13 People | Luxury Yacht
Events in Washington · 13 guests

$400hr | 13 People | Luxury Yacht

New
Superowner
Best of 2025
$400/hour
Instant Book
50' Sea Ray 470 Luxury Sport Yacht for rent in Washington, DC
Events in Washington · 10 guests

50' Sea Ray 470 Luxury Sport Yacht for rent in Washington, DC

5.0
$500/hour
35' Meridian Luxury Yacht Cruiser For Rent in Fort Washington
Events in Fort Washington · 10 guests

35' Meridian Luxury Yacht Cruiser For Rent in Fort Washington

5.0
$400/hour
40' Robbins Deadrise Trawler Boat Rental in Rehoboth Beach, Delaware
Powerboats in Delaware · 6 guests

40' Robbins Deadrise Trawler Boat Rental in Rehoboth Beach, Delaware

5.0
$100+/hour
Luxury Sport Fancy boat | 27ft Larson Yacht
Powerboats in Lorton · 10 guests

Luxury Sport Fancy boat | 27ft Larson Yacht

5.0
$150/hour
Charter 42' Lagoon Catamaran in Annapolis, MD
Sailing in Edgewater · 12 guests

Charter 42' Lagoon Catamaran in Annapolis, MD

5.0
$425/hour
36' Sea Ray Yacht - Navy Yard Waterfront - National Harbor - Wharf
Events in Washington · 6 guests

36' Sea Ray Yacht - Navy Yard Waterfront - National Harbor - Wharf

5.0
$250+/hour
"ZemZem" 40' Solaris
Events in Washington · 6 guests

"ZemZem" 40' Solaris

5.0
$790/hour
Watersports Charter! Tubing · Wakeboarding · Waterskiing
Powerboats in Virginia Beach · 6 guests

Watersports Charter! Tubing · Wakeboarding · Waterskiing

5.0
$213+/hour
$350hr | 11 PPL | Classical Venice Boat
Powerboats in Washington · 11 guests

$350hr | 11 PPL | Classical Venice Boat

New
Superowner
Best of 2025
$350/hour
Instant Book
Cruise the Potomac On a Rinker 310
Tours in Washington · 6 guests

Cruise the Potomac On a Rinker 310

5.0
$250/hour
New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland
Sailing in Annapolis · 13 guests

New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

5.0
$1,100/hour
Luxury Pontoon tours Serving Broad Bay Va Beach and Waterside Norfolk
Powerboats in Virginia Beach · 6 guests

Luxury Pontoon tours Serving Broad Bay Va Beach and Waterside Norfolk

5.0
$188/hour
$300hr | 15 ppl | Luxury Yacht
Events in Washington · 15 guests

$300hr | 15 ppl | Luxury Yacht

5.0
$300/hour
Instant Book
24ft Maxum Powerboat for rent in Alexandria
Powerboats in Alexandria · 6 guests

24ft Maxum Powerboat for rent in Alexandria

5.0
$150/hour
Welcraft 260 SE 30ft Yacht Charter in Washington
Events in Washington · 6 guests

Welcraft 260 SE 30ft Yacht Charter in Washington

5.0
$160/hour
Fishing Charter in Pasadena, Maryland
Fishing in Riviera Beach · 6 guests

Fishing Charter in Pasadena, Maryland

5.0
$840/day
Instant Book
Party Cruises & Fishing Trips in Virginia Beach
Fishing in Norfolk · 6 guests

Party Cruises & Fishing Trips in Virginia Beach

5.0
$170+/hour
Instant Book
22ft Bentley Pontoon | 12 PPL | $250hr
Powerboats in Washington · 13 guests

22ft Bentley Pontoon | 12 PPL | $250hr

New
Superowner
Best of 2025
$250/hour
Instant Book
Adventure Awaits on the DC Wake Boat!
Powerboats in Washington · 12 guests

Adventure Awaits on the DC Wake Boat!

New
$200/hour
Beautiful 33 Foot Sea Ray Sundancer, Mahogany!
Powerboats in Washington · 8 guests

Beautiful 33 Foot Sea Ray Sundancer, Mahogany!

5.0
$425/hour

Chesapeake Bay Reviews

  1. AV

    Ali

    Ride on our 49 Passenger Navigator Boat!

    We scheduled a boat experience with Captain Q and her team. We had about 45+ guests and were celebrating our marriage. We brought our food and drinks, and their team helped make beautiful designs with the charcuterie board we brought. It was way better than whatever we originally had. They let us put on our music via Bluetooth, which was super easy. We also had some speeches, and they had a microphone that we could use, which made it easier than having to raise our voices. We scheduled a boat cruise originally, and though this wasn't able to happen due to a health issue, we still wanted to have this event on a boat, so we chose to stay dockside, which was still fun being in the marina and on a boat in the summertime. Their team is super professional and willing to work with you when possible, which I highly value.

  2. AD

    Alexandra

    Cruise the Potomac On a Rinker 310

    Cindy is so sweet and patient. She answered all of my questions and planned everything accordingly.We had an amazing experience!

  3. MH

    Marcus

    $300hr | 15 ppl | Luxury Yacht

    We had an amazing experience! We brought 15 people and everyone loved it! Clean boat, nice captain, and great speakers. Will definitely be booking again soon.

  4. DC

    Donte

    New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

    From start to finish, the entire experience was seamless and professional. There was zero chaos—everything ran like clockwork. The crew was exceptional: friendly, attentive, and incredibly knowledgeable about the Chesapeake Bay and Annapolis. The yacht itself was spotless and in pristine condition. From the moment we arrived, the crew went above and beyond—helping us load in, beautifully setting up our catering, keeping our group refreshed with drinks and snacks, and later packing up leftovers and loading them into our car. Every detail was handled with care. If you’re considering a yacht rental, don’t hesitate—this experience was truly top-notch. We’re already looking forward to booking again!

  5. ZK

    Zainab

    Cruise the Potomac On a Rinker 310

    Cindy communicates very well and is very flexible when it comes to time. I appreciate her patience and how comfortable she made the experience for us. Thank you!

  6. SR

    Shannon

    Melges 24 - One Design Racing Experience

    The boat was in perfect condition, ready for anything we could ask for. Doug sails and races on a weekly basis, often in this particular boat, so his feel for the boat, the wind, and the waters we sailed in are well honed. The boat is forgiving, and Doug was unflappable. An encouraging beginner experience, and very fast under experienced guidance. I did not hope for as good an experience, and cannot offer a higher endorsement. Top marks.