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Find The Best Boat Rentals in Chesapeake, Virginia.

All Chesapeake Listings

Page 1 of 227 listings

🚤 Bonito Center Console Party Boat Rental Cheap Fishing Charter Tube FREE GAS⛽️
Powerboats in Virginia Beach · 4 guests

🚤 Bonito Center Console Party Boat Rental Cheap Fishing Charter Tube FREE GAS⛽️

5.0
$30-$83hour
Pontoon Boat Rental in Virginia Beach | Party Cruise, Tubing, Fishing
Powerboats in Virginia Beach · 8 guests

Pontoon Boat Rental in Virginia Beach | Party Cruise, Tubing, Fishing

4.9
$54-$100hour
22' Cape Craft 2200 DC Powerboat in Virginia Beach!
Powerboats in Virginia Beach · 6 guests

22' Cape Craft 2200 DC Powerboat in Virginia Beach!

5.0
$82-$100hour
38' Mini-Yacht!! - Large "Ultra Luxury" Adventure Boat in Virginia Beach!
Events in Virginia Beach · 13 guests

38' Mini-Yacht!! - Large "Ultra Luxury" Adventure Boat in Virginia Beach!

5.0
Superowner
$199-$299hour
Let's Go Sail in Gloucester Point, Virginia
Sailing in Gloucester Point · 6 guests

Let's Go Sail in Gloucester Point, Virginia

5.0
Superowner
$117-$125hour
Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia
Sailing in Gloucester Point · 6 guests

Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

5.0
Superowner
$125hour
2022 Avalon Tritoon!!!!!!
Powerboats in Virginia Beach · 10 guests

2022 Avalon Tritoon!!!!!!

5.0
$199hour
38' Mini-Yacht!! - Large "Ultra Luxury" Adventure Boat in Hampton, Virginia!
Events in Hampton · 13 guests

38' Mini-Yacht!! - Large "Ultra Luxury" Adventure Boat in Hampton, Virginia!

5.0
Superowner
$199-$299hour
38' Dawson Sportfish Motor Yacht Charter in Norfolk, Virginia
Fishing in Norfolk · 6 guests

38' Dawson Sportfish Motor Yacht Charter in Norfolk, Virginia

5.0
$450day
Melges 24 - One Design Racing Experience Or Charter
Sailing in Hampton · 8 guests

Melges 24 - One Design Racing Experience Or Charter

5.0
Superowner
$200hour
Custom Party Cruises & Fishing Trips in Virginia Beach
Events in Virginia Beach · 6 guests

Custom Party Cruises & Fishing Trips in Virginia Beach

5.0
$175-$185hour
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-$113hour
Canadian Electric Boat Company Fantail 217
Powerboats in Norfolk · 10 guests

Canadian Electric Boat Company Fantail 217

New
$90-$120hour
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
$188hour
Sandbridge Pontoon Boat Rentals
Powerboats in Virginia Beach · 10 guests

Sandbridge Pontoon Boat Rentals

5.0
$150hour
Inshore/Offshore Fishing Trip in Norfolk/VA Beach With Captain Lou
Fishing in Norfolk · 6 guests

Inshore/Offshore Fishing Trip in Norfolk/VA Beach With Captain Lou

5.0
$146-$250hour
Book this new, 6 person Suntracker Pontoon
Powerboats in Virginia Beach · 7 guests

Book this new, 6 person Suntracker Pontoon

5.0
$75hour
Family Yacht Sea Ray 340 in Virginia Beach area. Poquoson Va
Events in Poquoson · 9 guests

Family Yacht Sea Ray 340 in Virginia Beach area. Poquoson Va

5.0
$110hour
Proline 23ft Center Console Fishing Boat for Charter in Suffolk
Fishing in Hampton · 6 guests

Proline 23ft Center Console Fishing Boat for Charter in Suffolk

5.0
Snoozed - Active 02 Jan 2025
26ft Sundeck with Bluetooth Stereo and Watersports for rent in Moyock
Powerboats in Moyock · 12 guests

26ft Sundeck with Bluetooth Stereo and Watersports for rent in Moyock

5.0
$120hour
Fisherman’s Dream: 38ft Dawson Sportfish in Norfolk, VA!
Fishing in Norfolk · 6 guests

Fisherman’s Dream: 38ft Dawson Sportfish in Norfolk, VA!

New
$170hour
Fish On! Rent Your 38ft Dawson Sportfish in Norfolk, VA
Sailing in Norfolk · 6 guests

Fish On! Rent Your 38ft Dawson Sportfish in Norfolk, VA

New
$725day
44ft ''Four Winds'' Fishing Yacht in Hampton, Virginia
Fishing in Hampton · 19 guests

44ft ''Four Winds'' Fishing Yacht in Hampton, Virginia

4.0
$225hour
23 Foot Grady White Gulfstream w/ twin Yamaha F150's
Powerboats in Virginia Beach · 6 guests

23 Foot Grady White Gulfstream w/ twin Yamaha F150's

New
$94hour

Chesapeake Reviews

  1. Kate

    Kate

    Pontoon Boat Rental in Virginia Beach | Party Cruise, Tubing, Fishing

    What a great day! I don’t get time with all four kids/young adults as often as I’d like so this was a big deal for me. Ricky was amazing. I was 20 minutes late and he was lovely about it…. He even offered to add 30 minutes to the time. It takes longer than you think to get to the 64th Street pier… I will try to upload pics of the bald Eagle. Ricky took the time to show us fun places to go and gave me lessons i driving the boat. 5 stars!

  2. DG

    Danielle

    Pontoon Boat Rental in Virginia Beach | Party Cruise, Tubing, Fishing

    Capt. Ricky wanted to ensure we had an awesome experience! He gave us some ideas of things we could do and places we could go while on the water/beach! He was such a great guide! We enjoyed beach time and were made aware of some of the other things we could do at our state park! Captain Ricky was a pleasure!

  3. HW

    Haley

    Pontoon Boat Rental in Virginia Beach | Party Cruise, Tubing, Fishing

    Ricky was awesome with communication and very nice and personable to talk to! He explained things very well about where to go and different spots to stop at and was very organized! The boat was great and my family/friends had an awesome time for fiancés birthday!! We will definitely rent from Ricky again!

  4. DW

    Danyel

    Pontoon Boat Rental in Virginia Beach | Party Cruise, Tubing, Fishing

    First off Captain Ricky is very kind and a gem in this world.We did a sunset cruise for our 1st wedding anniversary and it was nothing short of magical.He gave us a tour while we ate dinner onboard of gorgeous houses along the water with just enough background knowledge and little stories.He engaged us just enough as to not take away our intimate date. Then he let us play our wedding song through the boat speakers as we danced on the water.This continued as we passed restaurants and people cheered from decks and boats as we continued to dance into the sunset.It was a beautiful experience as all these people waved and acknowledged our special day!Upon returning from a brief ride on the ocean he slowed so that we could watch our wedding video and was very respectful of our once in a life time moment.We give Ricky a 100 out of 5 stars because he turned our cruise into a Disney movie that was crafted just for us. -Believer of True Love

  5. MG

    Maya

    Pontoon Boat Rental in Virginia Beach | Party Cruise, Tubing, Fishing

    I would give him more than 5 stars if I could! He is an amazing host! We rented his pontoon boat (which we loved) for the afternoon and first were running little late, he was very nice. Quick response time and beyond friendly. He gave great directions and was there waiting and ready. He even went to tackle shop to purchase new rods so any future fisherman…☺️ I had to get in water and push boat off and list my car rental keys in water. Not only did he take us back but he got into water to grab them! Not once did he lose his patience. Boat is great, very relaxing and worth the money. I would recommend Ricky and his boat to any and everyone!

  6. Holly

    Holly

    Pontoon Boat Rental in Virginia Beach | Party Cruise, Tubing, Fishing

    Ricky's boat was perfect for a day out exploring the Virginia Beach waterways! He made sure we had everything we needed and communication was impeccable from the first inquiry until the end. Boat is comfortable and handles well. If you're on the fence about booking this one, do it! You won't regret it.