Couple’s Getaway Cruise


Special Offer!

Enjoy 10% OFF Full day cruises on any of our boats. Use coupon code 'CHILL19' when you call.

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Each of our cruise is an invitation to discover your next travel story and reignite your passions. Experience a private and unforgettable cruise getaway on the Chesapeake Bay on any of our boats.

Relax aboard Therapy 43' sailboat, Irie Vibes 34' powerboat or Tallawah 20' bow-rider. Anchor in a private creek on the South River and enjoy free light-fare food and drinks and non-stop entertainment all day!

Cruise Inclusive:

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


Choose from any of our boats for a Private & Romantic 3h Sunset Cruise!


Sail-A-Brate With Us!

Celebrate birthdays or anniversaries

Watersport Activities

For the couples that love a little adventure

Water taxi

To Annapolis' nice waterfront restaurants

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Boat-and Breakfast

Comfortable Accommodations

1/2 Day, Full & Overnight

Perfect Getaway for Couples

Catering Menu

Order from our delicious specialty buffet

Before You Book / Call...If you would like specialized package details...The friendly staff of ‘Island Chill Family’ will help you plan every detail of your next special day to make it extra special. Contact Us!