Overnight Boat & Breakfast


22hrs Private Cruise Packages Available - ‘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. Fun and comfortable experience for families, friends and couples. 

Power & Sailboat Overnight Boat & Breakfast Cruise Experience

During your day charter, cruise 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 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!

Our Cruise Director will help you develop a personalized itinerary, including special requests for cuisine, on-board entertainment, ports of call, and restaurants. Your time aboard an Island Chill Yacht Charters is always special.


  • Intimate, private setting
  • Thoughtful, personalized service
  • Lite-fare food, ice & beverages
  • Overnight A/C comfort
  • Includes complimentary 'champagne'
  • Comfortable cabins and deck space
  • Customized itinerary
  • Water taxi service: Enjoy dining on the Bay or try out our catered menu

Comfy Overnight Accommodations

Beyond the various cruise options, both Therapy and Irie Vibes feature sleeping staterooms. These are designed to complement your casually elegant yacht cruise and provide a comfortable and private place to rest your head on overnight charters. Amenities includes: Head & shoer (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 really let you unwind.

Irie Vibes - 34' Powerboat

Irie Vibes 34' stern lounge can be reconfigured for dining to swimming, partying, to a great night's rest. Up to 6 guests cruising, 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 - 43' Sailboat

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 Your Overnight Cruise Today!

  Whether for personal & family fun, business engagements, or a beautiful romantic sunset or overnight cruise, Island Chill Yacht Charters is the perfect Chesapeake Bay getaway. Whatever your plan, our yacht is yours for the duration of your cruise, which is why so many return to book with us.

To get started with your customized itinerary: request to be contacted below and we’ll get you started right away! 



Great Bed-Breakfast Service

      The crew was fabulous, stayed overnight, had breakfast we were treated like kings & queens, very personal, like no other experience we've ever had. See you next year and every year there after. Mr & Mrs Michael Ambm - New York


I'm scared of going 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. The food was great, the staff was spectacular, and love the Jamaican atmosphere created.