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All listings in Chesapeake Bay

Awesome motor yacht charters in Chesapeake Bay, United States.

5.0

(1,039 Reviews)

Page 4 of 5 • 107 listings

"S.S. South Down" Yacht Charter in D.C.

Events in Oxon Hill · 11 guests

"S.S. South Down" Yacht Charter in D.C.

New

$428/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

Bayliner Boat rental! Enjoy a ride with friends!

Events in Washington · 5 guests

Bayliner Boat rental! Enjoy a ride with friends!

New

$250/hour

2022 Catspace 38 Sailing Catamaran in Chesapeake Bay

Sailing in Annapolis · 12 guests

2022 Catspace 38 Sailing Catamaran in Chesapeake Bay

New

$334+/hour

Best Bachelorette party on the water in Dewey Beach!

Tours in Dewey Beach · 18 guests

Best Bachelorette party on the water in Dewey Beach!

New

$500/hour

Luxury 2022 Excess 11 Catamaran for 12 in Annapolis

Sailing in Annapolis · 12 guests

Luxury 2022 Excess 11 Catamaran for 12 in Annapolis

New

$335+/hour

A Romantic Vintage 1954 Wooden Boat Escape in the Heart of Washington, D.C.

Powerboats in Arlington · 2 guests

A Romantic Vintage 1954 Wooden Boat Escape in the Heart of Washington, D.C.

New

$150/hour

Durfour 430 Sailing Yacht to Discover the Chesapeake Bay

Sailing in Annapolis · 12 guests

Durfour 430 Sailing Yacht to Discover the Chesapeake Bay

New

$210+/hour

Relaxing Excitement of the Chesapeake Bay and tributaries on our Yacht

Events in Annapolis · 6 guests

Relaxing Excitement of the Chesapeake Bay and tributaries on our Yacht

New

$300/hour

23' Maxum 2300 SCR Charter for 6 Guests in Washington DC

Events in Washington · 6 guests

23' Maxum 2300 SCR Charter for 6 Guests in Washington DC

New

$150/hour

Adventure for 8 Monterey 322 Cruiser with Water Activities $300/hr

Events in Washington · 8 guests

Adventure for 8 Monterey 322 Cruiser with Water Activities $300/hr

New

$300/hour

Cruise the Chesapeake on a Classic 46’ Deadrise – Up to 30 Guests

Powerboats in Edgewater · 20 guests

Cruise the Chesapeake on a Classic 46’ Deadrise – Up to 30 Guests

New

$600/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

High Demand

Relax along the Potomac on Crush! 55’ Luxury 4-Deck Yacht

Events in Washington · 12 guests

Relax along the Potomac on Crush! 55’ Luxury 4-Deck Yacht

New

$597/hour

DC Private Sea Ray Sundancer Yacht for Celebrations & Sunset Cruises

Events in Washington · 11 guests

DC Private Sea Ray Sundancer Yacht for Celebrations & Sunset Cruises

New

$290+/hour

High Demand

Meridian 541 Sedan Motor Yacht Ideal For Chesapeake Bay Cruising

Events in Annapolis · 12 guests

Meridian 541 Sedan Motor Yacht Ideal For Chesapeake Bay Cruising

New

$1,280/hour

Yacht Cruise Potomac River Sea Ray 38'

Events in Oxon Hill · 8 guests

Yacht Cruise Potomac River Sea Ray 38'

New

$325/hour

"Stress Free" Four Winns Vista 348

Events in Virginia · 8 guests

"Stress Free" Four Winns Vista 348

New

$599/hour

32' Regal Commodore 320 for 12 Guests in Washington DC

Powerboats in Washington · 12 guests

32' Regal Commodore 320 for 12 Guests in Washington DC

New

$300/hour

Limited Availability

44ft ''Four Winds'' Yacht for Fishing/Cruising/Sightseeing in Hampton, Virginia

Events in Hampton · 19 guests

44ft ''Four Winds'' Yacht for Fishing/Cruising/Sightseeing in Hampton, Virginia

4.0

$275/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

Exclusive Charter at the National Harbor with Sea Ray 330 Sundancer Yacht

Events in Oxon Hill · 9 guests

Exclusive Charter at the National Harbor with Sea Ray 330 Sundancer Yacht

New

$250/hour

40ft Sea Ray SLX 400 Bowrider in Washington DC Potomac for Up to 12 Guests

Events in Washington · 12 guests

40ft Sea Ray SLX 400 Bowrider in Washington DC Potomac for Up to 12 Guests

New

$540/hour

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Motor Yacht Reviews in Chesapeake Bay

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!
WY
Weslie

New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland
Perfect Yacht. The pictures are 10000% accurate. We loved it.

Real reviews from happy Getmyboaters.

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