Kathleen D Sailing Catamarans

Website: www.KathleenD.net
Anna Maria Island - Longboat Key - Sarasota, FL Locations

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Kathleen D Sailing Catamarans

Offering daily Dolphin Watches, Sunset Sails and Day Trips, which include sailing, swimming, snorkeling, shelling and kayaking for up to 20 persons.

Conveniently departs from Anna Maria Island, Longboat Key and downtown Sarasota. Read Kathleen D's featured blog article - click here

Treat yourself to a spectacular sailing charter experience along the beautiful shores of Anna Maria Island, Longboat Key, Sarasota and Siesta Key, Florida aboard Kathleen D Sailing Catamarans. Unwind and relax as you feel the warm, gentle breezes while sailing the stunning turquoise waters of Florida’s Gulfcoast in safety, style and comfort.

Save $5.00 off per couple on any two hour sail - PRINT coupon below!

Kathleen D offers luxurious 12 and 20 passenger sailing catamarans, making it the perfect getaway for family and friends.  A sailing charter is a terrific opportunity to see dolphins, historic landmarks, gorgeous waterfront homes and the magnificent sunset along Sarasota’s waterways while you sit back, relax and let someone else do all the work.

Kathleen D Sailing Catamarans offers a variety of affordable sailing experiences starting at just $55 per person.

Sunset Sail – Pack a picnic along with your favorite wine or beer and watch a magnificent Gulf of Mexico sunset on this 2-hour sail.

Dolphin Watch – A perfect 2-hour family outing for all ages to spot these delightful creatures that abound in the area. Morning Dolphin Watch sailing tour is from 10 a.m. to 12 p.m. and
Afternoon Dolphin Watch sailing tour is from 2-4 p.m. 

Egmont Key Expedition – A fun 5+ hour day-time sail with swimming, snorkeling, shelling and exploring on and around the isolated Egmont Key, Florida.  Lunch is included with this trip. Sailing tour departs at 10 a.m. and returns at approximately 3:30 p.m. 

True Sailing – This is a 3-hour extended Dolphin Watch sailing tour that gives you an extra hour to see and experience even more. Morning sailing tour is from 9 a.m. to 12 p.m. and the afternoon sailing tour is offered from 12:30 p.m. to 3:30 p.m. 

Longboat Pass Passage – this 5 hour trip sails from Harbour Square dock up the Gulf Intra-coastal Waterway to Longboat Pass. Enjoy Gulf of Mexico sailing, swimming and shelling at Beer Can Island. Lunch is included with this trip. Sailing tour departs at 10 a.m. and returns at approximately 3 p.m. 

Kathleen D also offers private charters for weddings, anniversaries, birthday parties, burials at sea, corporate outings and family and group charters as well as monthly special event sails.

Gift certificates are also available which make a terrific present!

Complimentary soft drinks, bottled water, ice offered on all excursions. Parking is also available. Don’t forget to pack your camera, towels and sunscreen! Guests are allowed to bring wine and beer onboard for their enjoyment.

Reservations are required for all sailing charters and tours and can be made online or by phone at 941.870.4349.

Three Departure Locations

Anna Maria Island

Keyes Marina on Holmes Beach

5425 Marina Drive

Holmes Beach, FL

Get Directions Map

Longboat Key

Mid-Key at Harbour Square

4134 Gulf of Mexico Drive

Longboat Key, FL

Get Directions Map


Marina Jack

2 Marina Plaza, E Dock, Slip 20

Sarasota, FL

Get Directions Map


$5.00 Off Any Two Hour Sail
Kathleen D Sailing Catamarans
Present this coupon to receive $5.00 off any two adult fares for any two hour sail.
One coupon per couple. Must be presented on board at time of payment.
941.870.4349 • Anna Maria Island - Longboat Key - Sarasota, FL Locations, , • Exp. 2016-01-31