Night Owl Party Friends

Night Owl Party

Stay up and party for as long as you like aboard either Therapy  43' sailboat or  Irie Vibes 34' powerboat! After the cruise of your choice (below - up to six guests) and spectacular views of the sunset, we'll anchor in either the popular Harness Creek. on the South River for an opportunity to mingle with other boat-partiers, or choose the much more secluded Rhode River by Big Island and the sand bar. Enjoy non-stop entertainment our lightface food, or custom gourmet meals from our catered menu. Sleeping aboard overnight and wake up to a delicious breakfast. Call. Your Island Chill sales agent will help you choose the perfect accompaniment for you and your friends.

Charter Inclusive:

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

Combine With: 

Special Offer!

Enjoy 10% OFF Full day cruises on any of our boats. Enter CHILL19 at booking.


'Exactly as it says - party all night! We slept aboard. Crew were great fun too.Coming back - once we recover...' Read reviews

Sail-A-Brate With Us!


Gourmet Cuisine (optional) 

Succulent appetizers-Buffet meals

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Sunset-Full Moon Cruise

Daily Sunset - 5:30-8:30p

Overnight Boat & Breakfast

Sleep On-Deck or Down-Below!

Special Events - Call for rates

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

Adventure Sail Cruise 

Exhilarating Sailboat Experience!

Our Yachts

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

Therapy Sail Charter

Exciting under sail - Relaxing at anchor!

Irie Vibes Power Charter


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Free Watersport Equipment

Paddle boards-Noodles...


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