Island Chill Yacht Charters

Chesapeake Sail and Power Boat Charter Cruises

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    • Irie Vibes – 34′ Powerboat
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Skip to content
  • Home
  • Cruises
    • Half-Day
    • Full-Day
    • Sunrise
    • Sunset
    • Full Moon Rising
    • Raft-Up Party!
    • Specialty Charters
    • Custom
  • Guests
    • Families
    • Couples
    • Friend-Ships
  • Occasions
    • Birthdays!!!
    • Anniversary
    • Proposals
    • Engagement
    • Bachelorette
    • Graduation
    • Mother’s Day
    • Father’s Day
  • Events
    • Blue Angels USNA
    • Memorial Day
    • July 4th!
    • Island Celebrations
    • Labor Day
  • Corporate
    • Retreats
    • Rewards
    • Team Building
  • Chesapeake Bay Storyteller
    • Natural History
    • Chesapeake History
  • Specialty
    • Lighthouse
    • Night Owl Party
    • Fishing Trips
    • Full-Moon Rising
  • Aqua Studios
  • Boats
    • Irie Vibes – 34′ Powerboat
    • Therapy – 43′ Sailboat
    • Tallawah – 20′ Bow Rider
  • Marina
    • Location
  • About
    • About ICYC-CBYC
    • Our Crew
    • How to Book
  • Blog
  • (410) 212-4476
  • (410) 212-4476
  • Island Chill Yacht Charters -- Choose the wave!

    • FAQ: What is a Chesapeake Bay Storyteller? 

      A ‘Chesapeake Bay Storyteller’ is a specialized tour guide company that offers guided water-based tours related to the Chesapeake Bay history, nature, and ecology. Company personnel are specifically trained by
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    • Indigenous Village

      First Peoples of the Chesapeake: Life Before European Contact

      As we sail the waters of the Chesapeake Bay, we’re traveling through what was once one of the most populous and sophisticated Native American regions in North America, and had
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    • FAQ: How Deep is the Chesapeake Bay?

      Answer: Not very…. While the Chesapeake Bay is 4,480 square miles in area (four times the area of the state of Rhode Island!), it only averages 21 feet in depth. 
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    • Double Crested Cormorant swimming hunting for food Chesapeake Bay

      Endless Entertainment: Diving Cormorants

      Double Crested Cormorant swimming and hunting for food As our charter glides through the pristine waters near Annapolis, where the South River meets the mighty Chesapeake Bay, an unmistakable silhouette
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    • A Successful Sailing Adventure with Friends!

      FAQ: A Private Charter or Cruise With Others?

      Planning the perfect day on a Chesapeake Bay Cruise in the Annapolis region requires choosing between two distinct options: private versus public yacht charters (as well as whether your prefer
      Read More
    • Modern Blackpool, England lifeboat surging through wild Irish sea waves

      Heroes Under the Red, Blue and White Flag: The British Royal National Lifeboat Institute

      When I was about 10-years old on holiday in Blackpool, Lancashire, England, we were awakened by a very loud explosion – it was the rocket call to the crew of
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    • holidays-annapolis-chesapeake-bay-south-river-boat-cruise-charter-thomas-pont-light-house

      Sailing Under the Stars and Stripes: Our Shared Heritage

      We fly the Fifty Star and Thirteen Stripe of Flag of the United States of America from our starboard halyard and stern pole with pride and admiration. When we raise
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    • Water-Level Wonder: Paddleboarding Adventures on the Chesapeake Bay

      Water-Level Wonder: Paddleboarding Adventures on the Chesapeake Bay There’s something magical about viewing the Chesapeake Bay from water level – literally water level! While Irie Vibes provides a perfect home-base
      Read More
    • Essential Packing Guide: What to Bring on Your Chesapeake Bay Charter Experience

      Welcome to Maryland and the Chesapeake Bay!  Maryland summers are reliably warm and humid – generally sunny or a bit overcast, about 82 degrees in spring and fall, and warmer
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    • md-yacht-charter-rentals-near-me-maryland-baltimore-thomas-point-shoal-light-house-tour-chesapeake-bay-south-river-bridge-annapolis-edgewater-boat-rental

      Choosing the Balance of Togetherness, Views, Fun Activities and Specific Destinations

        Both our sailboat and powerboat charters create memorable cruise experiences: ‘togetherness’ and connection with friends and family on a shared experience, with fantastic views, destination opportunities and fun activities
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    • Bald eagle about to land on its nest

      Bald Eagles on the South River

      Keep a watch high above you as we cruise down the South River for America’s most iconic bird, the Bald Eagle. You might mistake them at first for an osprey
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    • FAQ: Does the Chesapeake Bay freeze in winter? 

      Some regions of the Bay, sometimes, yes. Generally, the shallower areas, close to shore and the inland rivers – with small tidal flows: like our Marina on Glebe Creek Cove!
      Read More
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    ©2026 Island Chill Yacht Charters

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    Contact Us: (410) 212 4476 Email: islandchillyachtcharters@gmail.com
    Marina Address: 1444 Shore Drive, Edgewater, MD 21037. Directions.

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