Frequently Asked Questions

How do I reserve a boat?

Discounts & Special Offers

Island Chill Yacht Charters is accepting bookings for the 2019 SEASON and offers a variety of affordable ways for you to cruise the Chesapeake Bay. Sign up for Deals and Special Offers


We are located at the Londontowne Marina in Edgewater. 5 miles south of Annapolis, MD, 30 miles south of Baltimore, 31 miles from Washington D.C and 23 miles from the New Carrolton train station. Get full direction here...

Social Media

Connect with us here and tag @islandchillyachtcharters in your photos and videos on Facebook, Instagram and Tweet your experience with us! #islandchillmd #islandchillyachtcharters

Are food and beverages available?

Enjoy FREE lightfare snacks and beverages aboard your private charter with us. Come savor one of our delicious meals, from succulent appetizers to scrumptious buffet meals on your private cruise. We are a little local on the waterfront kitchen - so our dishes are authentic and mouth watering. Enjoy a hot cup of coffee, jerk chicken sandwich, a steak and shrimp dinner or feast with your squad on our Night Owl cruise enjoying Maryland's popular Blue crab. Please make food request at least 3 days prior to charter.

See our Island Grill Kitchen catering menu.

Can I bring a bottle of wine onboard?

Yes. Alcohol contained substances is allowed aboard while on our crewed charters. For bareboat rentals use of alcohol or being intoxicated by the helmsman and any operating crewman is stickily prohibited.

What should I wear for the cruise?

Soft-soled shoes are required, no black soles shoes allowed and the dress is comfortable. Depending on season, layered clothes work best. We sell swimwear should there be swimming during the cruise. Ask about our 2019 designer kids and adults swimwear collection here.

How many boats in our fleet?

Island Chill Yacht Charters currently have three (3) boats in our fleet. Irie Vibes (34-foot powerboat) Therapy (43-foot sailboat) and Tallawah (20' Bow-rider). See our fleet.

What are the most popular cruise package?

Whether you are a family looking for a private getaway, couple or visitors from out-of-state, allow our professional and entertaining crew to take you on a memorable cruise experience. Our Sunset and 4hr charters, cruises the beautiful Chesapeake Bay's wild-life tributaries, lighthouses and bridges. Our guests enjoys swimming while at anchor, restaurant hopping, and love using our FREE paddle boards. Our Birthdays & Anniversary packages are also customer's favorite. View our cruise packages.

Do you rent Kayak & Water-skis?

Free Watersport equipment for charterers who book cruises 4h or over aboard any of our sail or powerboat. For guests and couples that love a little adventure in their vacations, a kayaking & paddle board tour may be the perfect getaway. See Watersports.

Should I bring a life jacket?

All required USCG Safety equipments are available onboard. Life jackets, Navigation chart, cruising guide, nav tools,  binoculars, traveling set of dock lines, basic tool kit s and first-aid kit are provided. Pots, pans & plastic utensils are provided aboard, feel free to bring your own. See Boats Feature and Amenities here.

Are utensils, plates and dishes available?

We have aboard plastic plates and utensils. While you may bring your own, glasses are not allowed for safety reasons.

Can I rent boat without a captain?

For qualified sailors, chartering any of our yacht bareboat (rent without captain) for a day on the bay, overnight boat & breakfast, and weekly charter. Fill out Bareboat Charter Inquiry Form.

How many guests can I bring?

For rentals without a captain each boat is required to bring the maximum weight, stated on specific boat page. For our crewed charters we take up to a total of 6 guests aboard all boats.

Can I bring my pet?

Because of  safety & health reasons, we do not allow pets aboard.

What is your Cancellation Policy?

Private charters require $100 deposit at booking, fully refundable up to 72 hours prior to cruise. Balance to be paid prior to charter. For bareboat and venue charters we require a fully-refundable $500 damage deposit paid at the beginning of the charter that will be re-paid at the conclusion of the charter. Customers will also receive a full refund or credit in case of operator cancellation due to weather or other unforeseen circumstances. Contact us by phone to cancel or inquire about a cancellation.

Weather Policy

Unlike other cruise charters, we do not have a ‘cruise rain or shine – no refund’ policy. If the weather forecast is for ‘continuous’ or ‘100 % chance of rain’ or ‘thunderstorms’, or if the U.S. Coast Guard issues a ‘small craft warning’ for the Chesapeake Bay, the date of your cruise can be rescheduled for any un-booked time slot. If the weather forecast is simply for ‘chance of showers or rain’, or ‘showers” or ‘scattered thunderstorms’ or ‘isolated thunderstorms’ or ‘chance of thunderstorms’, we will discuss the best fun and water activities and cruise routes with you prior to departure. Generally, we shelter for passing thunderstorms and stay closer to post. If the U.S. Coast Guard issues a ‘small craft advisory’ for the Chesapeake Bay, we will restrict our cruise destinations to the South River.

$100 deposit is required to reserve your charter booking, this is fully refundable up to 7 days prior to your charter. We do not refund deposits after this time period.

If I damage the boat, what am I responsible for?

For all charters featured by us, you will be required to provide cover against accidental damage or loss to the vessel and ancillary equipment and either purchase Yacht Damage Waiver upfront or pay a higher Security Deposit at the base as further detailed below.

In the event you or your party cause damage or loss to the vessel (howsoever caused) or to property belonging to a third party you will be liable for the damage up to the value of the Security Deposit paid at the base, except in the case of gross negligence as defined below.

If you or your party cause damage or loss to the vessel, any ancillary equipment or to property belonging to a third party and such damage or loss is caused as a result of your gross negligence or reckless conduct you will be liable for the full extent of the loss suffered and our right to claim against you will not be limited or waived in any way by the payment of the security deposit or purchase of Yacht Damage Waiver. Acts that will be considered as gross negligence or reckless conduct will include, without limitation, sailing outside of defined sailing areas and/or hours, sailing the vessel under the influence of alcohol and/or drugs, not having sufficient crew in charge of the vessel at all times, not being in control of the vessel by means within the control of the Skipper.

Learn more Yacht Damage Waiver & Security Deposits.

How do we compare?

You are NOT 'Sardines Packed On A Boat'. Our charter is to create a unique and exclusive experience for guests wanting to cruise the Chesapeake Bay. Join us on our daily private and all-inclusive cruise with your family, friends and loved ones, enjoying our 'Island Chill' tropical atmosphere. Our captains and crew are professional and fun. Cruise with us and enjoy a day of non-entertainment, relaxation and endless Watersport activities! Guests who likes to have a little camera-fun time, have the opportunity to be shot while sailing and featured online Island Chill MagaZeen, seen by our 2,000+ monthly viewers. Our goal is to create 10,000 lasting smiles and memories!

Island Chill Chartered Cruises are Inclusive of:

  • Captain and crew at your service
  • Snacks and beverages and/catered menu of food and drink
  • FREE Inflatable paddle boards
  • Non-stop entertainment
  • Fuel cost included
  • Alcohol allowed on your cruise!
  • Exclusive and all-inclusive cruises
  • Captained charters takes up to 6 guests. Bareboat rentals takes up to 10 guests.

Contact Info.

The staff at Island Chill Yacht Charters operate all year round, even when the tourist season for maritime services has ended. In this way, you can keep up to date on our activities. Call us (410) 212 4476 or request information, availability and quotes online here.