Night Owl Party

Party All Night Long!

Stay up and party for as long as you like aboard either Therapy  43' sailboat or  Irie Vibes 34' powerboat. Cruise and enjoy spectacular views of the sunset, anchor in the famous Harness Creek on the South River. Non-stop entertainment aboard, mingle with other boaters, or you can choose a more secluded anchorage at the Rhode River by Big Island . Enjoy snacks and beverages, or order from our Island Grill Kitchen catering menu. Sleep aboard overnight and wake up to a delicious breakfast. Give us a call today! Your Island Chill sales agent will help you choose the perfect accompaniment for you and your friends.

Charter Inclusive:

♦Captain & Crew  ♦Watersport Equipment  ♦Fuel  ♦Snacks & Beverages view menu

Special Offer!

Enjoy 10% OFF Full day & Overnight cruises. Contact us.

Our Yachts

Your crewed charter experience begins with your desired yacht. Each gives you a safe and exhilarating ride, comfortable spaces, and modern features and allows you the best onboard experience. Click sail or power charter below and enjoy cruising with us!


'We partied non-stop all night! Crew were great fun too. Coming back - once we recover...' Read reviews

Overnight Boat & Breakfast

Sleep On-Deck or Down-Below!

Islan Grill Kitchen

Tasty appetizers-Buffet meals

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Sunset-Full Moon Cruise

Daily Sunset Cruise- 5:30-8:30p

Special Events - Call for rates

Blue Angels, July 4th, Memorial Day, Labor Day

Sail-A-Brate With Us!


Adventure Sail Cruise 

Exhilarating Sailboat Experience!


Click on booking link below and allow our crew to take you and your guests on a private Chesapeake Bay cruise to remember!