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California, Maryland Boat Rentals & Yacht Charters

Page 1 of 124 listings

Cruise in Comfort Aboard "Chill Time" – 31ft Cabin Cruiser in Solomons Island
Powerboats in Solomons · 6 guests

Cruise in Comfort Aboard "Chill Time" – 31ft Cabin Cruiser in Solomons Island

5.0
$200/hour
41’ Bristol Sailboat Charter in Solomons Island, MD
Sailing in Solomons · 6 guests

41’ Bristol Sailboat Charter in Solomons Island, MD

New
$90/hour
40ft Evans Fishing Charter Boat in Colonial Beach
Fishing in Kinsale · 6 guests

40ft Evans Fishing Charter Boat in Colonial Beach

New
$650/day
Experience Colonial Beach in Style with SeaRay 220 Sundeck Bowrider Adventure!
Powerboats in Colonial Beach · 6 guests

Experience Colonial Beach in Style with SeaRay 220 Sundeck Bowrider Adventure!

5.0
$180/hour
Enjoy the sights of Colonial Beach, VA ! Come boat with us!
Events in Colonial Beach · 6 guests

Enjoy the sights of Colonial Beach, VA ! Come boat with us!

5.0
$180/hour
Unforgettable Boat Day | 11 ppl | $300hr
Events in North Beach · 11 guests

Unforgettable Boat Day | 11 ppl | $300hr

5.0
Superowner
$300/hour
Sailing Adventures on the Choptank River
Sailing in Cambridge · 6 guests

Sailing Adventures on the Choptank River

New
$100/hour
 VIKO S 35 Sailboat in Deale
Sailing in Deale · 6 guests

VIKO S 35 Sailboat in Deale

New
$298/hour
Cruise the Chesapeake Bay!
Powerboats in Deale · 6 guests

Cruise the Chesapeake Bay!

5.0
$200/hour
VIKO 30 Premium Sailing Yacht In Deale, MD
Sailing in Deale · 5 guests

VIKO 30 Premium Sailing Yacht In Deale, MD

New
$925/day
Charter 44' Orana Cruising Catamaran In Deale, Maryland
Sailing in Deale · 10 guests

Charter 44' Orana Cruising Catamaran In Deale, Maryland

5.0
$250+/hour
Private Sail on 44ft Leopard Catamaran | 6 People | Gratuity & Tax Included
Sailing in Saint Michaels · 6 guests

Private Sail on 44ft Leopard Catamaran | 6 People | Gratuity & Tax Included

New
$585/hour
Private Historic 1935 Ketch Sail | 13 People | Gratuity & Tax Included
Sailing in Saint Michaels · 13 guests

Private Historic 1935 Ketch Sail | 13 People | Gratuity & Tax Included

New
$645/hour
Private Sail Up to 13 Guests | 44ft Leopard Catamaran
Sailing in Saint Michaels · 13 guests

Private Sail Up to 13 Guests | 44ft Leopard Catamaran

New
$580/hour
Hinckley| 13 PPL | St. Michaels & Annapolis | $3K 4hrs
Powerboats in Saint Michaels · 13 guests

Hinckley| 13 PPL | St. Michaels & Annapolis | $3K 4hrs

New
Superowner
$750/hour
Instant Book
The Play Station-23 Foot Pontoon With Lights, Bluetooth, Charging Ports, Cooler
Powerboats in Fort Washington · 10 guests

The Play Station-23 Foot Pontoon With Lights, Bluetooth, Charging Ports, Cooler

4.9
Superowner
Best of 2026
$225/hour
Experience the Thrill of the Water on our Double Seadoo Jet Skis!
Water Sports in Fort Washington · 2 guests

Experience the Thrill of the Water on our Double Seadoo Jet Skis!

New
$200/hour
Luxurious Godfrey SweetWater Tritoon
Events in Fort Washington · 10 guests

Luxurious Godfrey SweetWater Tritoon

4.9
$195/hour
Luxury 23ft Bennington Pontoon with Captain - DMV Events, Cruises & Parties!
Powerboats in Fort Washington · 12 guests

Luxury 23ft Bennington Pontoon with Captain - DMV Events, Cruises & Parties!

New
$200/hour
Catamaran |15 People |Choptank River
Sailing in Maryland · 15 guests

Catamaran |15 People |Choptank River

New
Superowner
$700/hour
2022 Chaparral 23' SSI  - Get up to 6 captained up and down the Potomac River
Powerboats in Fort Washington · 6 guests

2022 Chaparral 23' SSI - Get up to 6 captained up and down the Potomac River

5.0
$150+/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
Hunter 42' Sailboat - Take a Charter or your Sailing Lessons on Chesapeake Bay
Sailing in Mayo · 6 guests

Hunter 42' Sailboat - Take a Charter or your Sailing Lessons on Chesapeake Bay

5.0
$150+/hour
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
Snoozed - Active 02 Jul 2026

California Reviews

  1. AF

    Anna

    The Play Station-23 Foot Pontoon With Lights, Bluetooth, Charging Ports, Cooler

    My experience booking Captain Troy was amazing! He had great communication throughout the entire booking process leading up to the day. He made sure to ask my vision for the experience beforehand. His boat is absolutely beautiful and very clean and he was a pleasure to be around. I will definitely book with him again in the future.

  2. Tiffany

    Tiffany

    2022 Chaparral 23' SSI - Get up to 6 captained up and down the Potomac River

    Our sunset cruise allowed us the perfect view of the Potomac, an amazing sunset and a bonus fireworks show….just beautiful!!!

  3. WB

    Walter

    Luxurious Godfrey SweetWater Tritoon

    Our experience on the water with Phoenix was amazing! he is a very skillful captain who navigates the water with ease. We we're very impressed with his knowledge of the water and the nature around us. Phoenix has a warm energy about him that makes you feel like he is family. Will most definitely book again!

  4. JW

    Juwan

    The Play Station-23 Foot Pontoon With Lights, Bluetooth, Charging Ports, Cooler

    Had an amazing experience. I had a group of 8 & everything was perfect. Captain Troy the best!!!!

  5. JR

    Jeanean

    Cruise in Comfort Aboard "Chill Time" – 31ft Cabin Cruiser in Solomons Island

    We arrived and were greeted by the friendliest person Capt Tim. He was wonderful, very hospitable and attentive. He anticipated all of our needs for the evening. The waterfront scenery was surprisingly beautiful, seeing all the different styles of homes. An added bonus while coasting to the cove, we encountered a family of dolphins. It was a very exhilarating night. The view of the sun setting over the water was perfect from the float. The boat was quite spacious, enough for an impromptu dance party with the blue aura lights while finishing the evening. If you are looking for a fun filled evening full of laughter, and excitement. This is the thing to do

  6. CS

    Cindy

    Experience Colonial Beach in Style with SeaRay 220 Sundeck Bowrider Adventure!

    Perfect day on the water. Captain Steve was incredibly responsive and easy to communicate with. Our family of 4 enjoy several hours out on the Potomac and we couldn't have asked for a better day or captain. He took care of everything. Can't wait to come back.