Exclusive & All About You!

Half Day / Full Day / Sunset Cruises / Overnight B&B

Ahoy! Grab your pals and enjoy non-stop entertainment on your desired yacht. Our private charters include water sport activities, light-fare food and a fun-professional crew at your service. Celebrate birthdays and special occasions, a romantic getaway for you and your loved one or even stay aboard for an overnight boat & breakfast experience. We take up to 6 guests per boat; for a party of up to 12, click here.

While cruising or at a secluded anchorage, enjoy a delicious meal ordered from our Islan' Grill Kitchen menu.

Cruise Inclusive: 

  • Captain & crew
  • Snacks & beverages
  • Watersport activities
  • Fuel cost (conditions apply)
  • Non-stop entertainment
  • Alcohol allowed!

While you may bring your own picnic basket, you can also order from our mouth-watering Islan' Grill Kitchen menu.

Watersport Activities

Free paddle boards on private charters...

Islan' Grill Kitchen 

Try a delicious meal from our menu...

Sail & Powerboat Party!

12 Guests, 2 Boats, 3 Locations, 1 Party...

Our Fleet...

Choose from  Therapy (43-foot sailboat) or Irie Vibes (34-foot powerboat) and Tallawah (20-foot bow-rider) for your Chesapeake and Annapolis family adventure. To see our fleet click here.

Call us (410) 212-4476, or fill out an inquiry form to get started with booking and reservations. To learn more about our services, please visit our FAQs.

'To Bring People Together to Create Memories,

 Strengthen Friendships & Family Connections'