Anniversary

Anniversaries

We love to celebrate and we have shared many relationship milestones with our guests - First Meetings, First Date, Meeting the Parents, Weddings, First Boat Cruise together.... So, choose your boat, cruise duration and date. Add our Anniversary's Decoration Package (Red carpet welcome, balloons, banners & more!) to your cruise at check-out to create a unique Anniversary to remember. Please send any additional request regarding itinerary or destination by email or call.

Cruise Overview and Bookings

  • Chose either sailboat (Therapy) or powerboat (Irie Vibes or Tallawah).
  • Decide Half-Day (Morning, or Afternoon), Sunset or Full-day (am-pm or pm-Sunset) cruise for up to 6 guests.
  • Chose a date and either call to book or book via this website.
  • Add the Anniversary Decoration Package during Booking ($85).
  • Any Custom requests - Party anchorage, activity, destination, catering option? Please email IslandChillYachtCharters@gmail.com or call 410-212-4476. 
  • On all our charters, you'll enjoy cruising and sight-seeing, blue-tooth speaker, and anchoring with paddleboards, swimming, and floating lily pad and dancing. 
  • Many choices - endless fun!

Cruise Itinerary Options and Prices

Charter modified according to your interests and time available. 

Irie VIbes - 34-ft Powerboat: South River Cruising

Up to 6-Guests. We first cruise our wildlife refuge on Glebe Bay to get your sea legs - 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 (Aberdeen, Ferry Point, Crab, Church, Almhouse, Warehouse, Gingerville Beards, Broad, Flat Creek), and/or navigate under the South River Bridge and Riva Road Bridge. We'll cruise downriver to anchor in Harness Creek for Island Chilling with swimming, lily pad fun and paddle board action too. We often have time to explore the shoreline of the beautiful Quiet Waters State Park too before heading back to port. Depending on your preference, we can use some of the time to zip out to the Chesapeake Bay and visit the magnificent Thomas Point Lighthouse for photos. 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

Up to 6-Guests. Your Therapy itinerary focuses on getting the sails up quickly, then sailing down the 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 Lighthouse to take some photos. Then, you have to option of mostly sailing according to the best wind (Bay Bridge, lighthouses, dolphins, fishing boats), or we can anchor in Harness Creek for Island Chilling: swimming, lily pad fun and paddle board action. On sunset cruises, our emphasis is on views of the setting sun - and on select cruises, amazing views of the full moon rising. 

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

Up to 12-Guests. We first cruise onto the South River with options to explore a couple of the Creeks before the South River Bridge with the two boats together. We'll cruise downriver with Therapy undersall and Irie Vibes powered-up, then raft-up to anchor 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 party you'll never forget!

ONE-and TWO-BOAT PRICES: HALF-DAY and FULL-DAY (Up to 6- or 12-Guests):

BOAT

TIME

HOURS

Irie Vibes - $460

Sunrise - 2 h

1 h +/- Sunrise

Tallawah - $350

Sunrise - 2 h

1 h +/- Sunrise

Irie Vibes - $465

Morning - 2 h

9:30 - 11:30

Tallawah - $350

Morning - 2 h

9:30 - 11:30

Irie Vibes - $645

Morning - 2 h

9:00 - Noon

Therapy - $645

Morning - 3 h

9:00 - Noon

Irie Vibes - $675

Afternoon - 3 h

1:00 - 4:00

Therapy - $785

Afternoon - 3 h

1:00 - 4:00

Irie Vibes - $885

Afternoon - 4 h

1:00 - 5:00

Therapy - $885

Afternoon - 4 h

1:00 - 5:00

Irie Vibes - $745

Sunset - 2.5 h

5:30 - 8:00

Therapy - $745

Sunset - 2.5 h

5:30 - 8:00

Therapy - $745

Sunset - 2.5 h

5:30 - 8:00

Irie Vibes Fishing Trip - $675

Morning - 3 h

8:30 - 11:30

Irie Vibes Fishing Trip - $775

Afternoon - 3 h

1:00 - 4:00

Therapy Wind Adventure - $875

Morning or Afternoon - 4 h

Windy!

2-Boat: Irie Vibes AND Therapy - $1985

Morning - 3 h

9:00 - Noon

2-Boat: Irie Vibes AND Therapy - $2285

Afternoon - 4 h

1:00 - 5:00

Irie VIbes - Attenborough - $785

Morning - 3 h

9:00 - 12:00

Irie VIbes - Attenborough - $835

Afternoon - 4 h

1:00 - 5:00

Irie Vibes - Burns - $785

Morning - 3 h

9:00 - 12:00

Irie Vibes - Burns - $835

Afternoon - 4 h

1:00 - 5:00

BOAT - PRICE

CRUISE - DURATION

HOURS

Irie Vibes - $ 1380

Morning - Afternoon: 7.5 h

9:00 am - 4:30 pm

Therapy - $1385

Morning - Afternoon: 7.5 h

9:00 am - 4:30 pm

Irie Vibes - $1685

Afternoon - Sunset: 7.5 h

1:00 am - 8:30 pm

Therapy - $1685

Afternoon - Sunset: 7.5 h

1:00 am - 8:30 pm

Irie Vibes AND Therapy - $2915


Morning - Afternoon: 7.5 h

9:00 am - 4:30 pm

Irie Vibes AND Therapy - $2995

Afternoon - Sunset: 7.5 h

1:00 am - 8:30 pm

6 % MD Sales Tax added at checkout

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