Overnight Boat & Breakfast


22hrs Overnight B & B - ‘Rest Ashored!’

Cruises Mon - Sun: 1:00pm - 11:00am the following morning. Enjoy private Overnight Boat & Breakfast cruise experience aboard Irie Vibes 34' powerboat or Therapy 43' sailboat. We create a fun and comfortable experience for our guests aboard. 

Power & Sailboat Overnight B & B Experience

Enjoy private cruise along the South River, visit some of Chesapeake Bay's tributaries and famous lighthouses including the famous Thomas Point light house. Join other boats and Anchor in Rhode Island or Harness Creek. Enjoy paddle boarding, snacks, beverages & non-stop entertainment. At happy hour, dine at one of the Bay's many water-front restaurants or try out our delicious catered Islan' Grill Kitchen menu. Overnight A/C comfort and intimate setting for you to chill. Dock at our home port at the Londontowne Marina for the night & wake up to breakfast; taste to your delight: view our breakfast menu here. Take a morning sail onto the bay - perfect way to start a new day. We take up to 6 guests per boat; and sleep 4 for overnight. For a Sail & Power Party! experience for up to 12 guests click here.

Contact us today! one of our cruise directors will help you develop a customized itinerary which includes special requests for food, on-board arrangements & entertainment and ports of call. Your time aboard Island Chill Yacht Charters will be a memorable one!


  • Intimate & private setting
  • Personalized service & customized itinerary (download itinerary)
  • Continental breakfast, lite-fare food, ice & beverages
  • Overnight A/C comfort
  • Comfortable cabins & deck space
  • Water Taxi Service: Enjoy happy hour on the South River at selected restaurants, or try out our delicious Islan' Grill Kitchen catered menu aboard

Comfy Overnight Setting

Beyond the various cruise options, both Therapy and Irie Vibes feature sleeping staterooms. These are designed to complement your casually elegant boat cruise and provide a comfortable and private place to rest your head.
Some of our fleet amenities include: Head & shower (rest room), fridge/ice box, and comfortable living space with A/C set-up for the night. The cockpit area includes comfortable seating with a cocktail table to help you unwind.

Irie Vibes B & B

Irie Vibes 34' powerboat stern lounge can be reconfigured for dining to swimming, partying, to a great night's rest. Up to 6 guests for cruising and sleeps 4 comfortably. See Irie Vibes Pictures, Features & Amenities here. Overnight rates starting $72/hr

Crewed Charters on the Chesapeake bay birthday party anniversary

Therapy B & B

Therapy is a comfortable, center cockpit and spacious sailing yacht. Up to 6 guests cruising, Sleeps 4. Therapy Pictures, Features & Amenities here. Overnight rates starting $63/hr

BOOK Overnight B &B Today!

  Whether for personal & family fun, business engagements, a romantic sunset or overnight getaway, Island Chill Yacht Charters is the perfect Chesapeake Bay charter experience. To get started with your customized itinerary: please fill out this inquiry form  and lets get you started! 



  Great Bed-Breakfast Service

  "The crew was fabulous, stayed overnight, had breakfast we were treated like kings & queens, very personal, like no other    
  experience my husband and I have ever had". - Mr & Mrs M. Abraham - New York
Enjoyed Our Experience!

"Scared of boating from a young age. So I reluctantly signed up for a IslandChill and after half hour in our trip, I could not think of one thing that was not done to perfection. Loved our experience!" - Cheslea