Cruises

Welcome to Island Chill Yacht Charters2024!

'To Bring People Together to Create Memories and Strengthen Friendships & Family Connections'

Our new location: 'The Marina': 1444 Shore Drive, Edgewater MD 21037! 

Our Chesapeake Bay cruises build connection with family and friends! Join us for beautiful scenery, anchoring  and water sport fun activities all summer. We cater our Half-Day, Full-day and Sunset cruises for Families, Adolescents and Kids, Friend-Get-Togethers and Couples Getaways with this in mind. We're ideal for Special Occasions – Birthdays, Anniversaries, Bachelorette Parties and Graduations too (each with add-on 'Sail-E-Bration' Decoration Package options). We celebrate National Events: Memorial and Labor Day, July 4th fireworks, Mother's Day, Father's Day, Jamaica Day, Canada Day and honor the Blue Angels during Commencement Week. Up to 6 Guests per boat; we also have special 2-and 3-Boat combinations for up to 12- and 16-Guests for Special Occasion celebrations.

Cruise Examples

We'll meet at 'The Marina': 1444 Shore Drive, Edgewater, MD 21037; board, review safety and cast off! Destinations and activities depend on cruise duration, the boat and your preferences. Here's a description of our basic cruises.

Irie Vibes - 34-ft Powerboat: South River Cruising

On half-day cruises, we first visit our wildlife refuge on Glebe Bay - move from the cockpit to the bow if you like! Then, we cruise up the South River with options to explore a couple of creeks or navigate under the South River Bridge and Riva Road Bridge. We can use some of the time to zip out to the Chesapeake Bay and visit the magnificent Thomas Point Shoal Lighthouse for photos. Then, we'll anchor in Harness Creek for swimming with lily pad fun and paddle board action. Often, we have time to explore the shoreline of the beautiful Quiet Waters State Park too. On full-day charters, we can cruise over to the Rhode River to anchor by an island and sand bar. On evening cruises, our emphasis is on views of the sunset - and sometimes, spectacular views of the full moon rising.

Therapy - 43-ft Sailboat: Chesapeake Bay Adventure

Your Therapy itinerary focuses on getting the sails up quickly, then sailing down the gorgeous South River and into the Chesapeake Bay - the world's third largest estuary and part of the Intracoastal Waterway. We'll visit the historic Thomas Point Shoal Lighthouse for photos. Then, you have to option of mostly sailing according to the best wind (Bay Bridge, lighthouses, dolphins, ocean-going ships), or we can anchor in Harness Creek for Island Chilling: swimming and paddle board fun. On full-day charters, we can cruise over to the Rhode River to anchor by an island and sand bar. On sunset cruises, our emphasis is on views of the setting sun - and on select cruises, amazing views of the full moon rising.

Tallawah - 20-ft Powerboat: South River Cruising

On our cool morning cruises, up to four guests explore the upper reaches of the South River and a couple of Creeks up to the Riva Road Bridge for two hours. We'll definitely visit the shoreline of the beautiful Quiet Waters State Park by Harness Creek before heading back to port. Call to discuss longer options.

2-Boat Raft-Up Party!: Irie VIbes and Therapy

We first cruise onto the South River with options to explore a couple of the Creeks before the two boats anchor together in either Harness Creek or Glebe Bay. There'll be lots of music and Island Chilling with swimming, lily pad fun and paddle board action too. It's a raft-up party you'll never forget!

Please Review: Booking/Reschedule/Cancellation/Refund Policy - Safety Policy - Weather Policy - Motion Sickness Policy - Smoking/Lighters Policy - Alcohol/Food Policy - Bathroom/Down-Below Policy - Black-Soled Shoes Policy - FAQs

Up to 6 guests

romantic-sunset-cruise-charter-annapolis-chesapeake-bay-maryland-thomas-point-light-house-south-river-maryland-boat-charter-rental-baltimore-yacht-captain-sailboat-powerboat

Up to 6 guests

Up to 4 guests

romantic-sunset-cruise-charter-annapolis-chesapeake-bay-maryland-thomas-point-light-house-south-river-maryland-boat-charter-rental-baltimore-yacht-captain-sailboat-powerboat-12-twelve-people-overnight-bed-breakfast-annapolis-boat-rental-no-captain

- - - 

Up to 12 guests