Tampa’s Most Luxurious Sailing Cruise

Tampa Bay Sailing Tours

Lionheart at Tampa Convention Center Docks

Call (888) 989-SAIL (7245)

or BOOK NOW via email




Immerse yourself in the romance and relaxation of the sea and the luxury of a fine ocean sailing yacht.  Your voyages aboard Lionheart will be among your most precious memories. Our promise is that it will be so much more than a boat rideCall or email now for immediate reservations.

Sailing Cruises

Gift Certificate

Give the gift of elegant, luxurious relaxation

Romance at Sea

Tell him or her how much you love them!   Come aboard now with our video sneak peek of Lionheart Romantic Cruises!  The perfect Valentine’s Day gift, or for any special occasion!

book now ticketA pampered three-hour cruise on Tampa Bay aboard one of the west coast’s most beautiful sailing yachts.


Gift certificates are redeemable anytime during 2014.



Half-Day Sail • $69.00

Romantic Getaways Tampa

Hors d’oeuvres on Deck. First Class

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Casting off the Tampa River Walk docks at 11 a.m. daily for three luxurious hours under Lionheart’s billowing sails. Enjoy exquisite hors d’oeuvres, imported chocolates, live musical entertainment, and the companionship of pods of Tampa Bay’s dolphins.  Relaxation at its finest!


Spectacular Sunset Sail • $79

Sunset sailing Tampa Bay

Spectacular Sunset Cruise

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Chase the sun to the horizon under full sail and watch the heavens and the seas change colors by the minute as dusk approaches.  Celebrate the glorious day’s end in style with live harp music, hors d’ouevers, a sip of the bubbly, sinfully delicious imported chocolates, and Lionheart’s special sunset cruise surprise. Then return after dark to experience the brilliant lights of Tampa’s waterfront from the sea.  Your Tampa Bay Sunset Sail will make treasured memories that will last a lifetime.  Departures two hours prior to sunset.


Dinner at the Captain’s Table for Two –
The Ultimate Sunset Dinner Cruise
Under Sail • $

Ask about pricing for additional guests

Sunset Dinner Cruise

Tampa’s Finest Dinner Cruise

It’s just the two of you dining aboard the elegant yacht, Lionheart.  After a beautiful sunset cruise, your solid teak dinner table set under sail – your own personal “waterfront restaurant”.  You will be served a delectable 3-course dinner under the light of a polished ship’s oil lamp and serenaded by the heavingly harp of Lionheart’s own mermaid.  Then return to Tampa’s River Walk docks after dark – a magical treat.  Select from the Olde World Sailing menu prior to your sailing cruise.  Invite additional friends for a modest additional fare. Call us to create your most special memory.


Full Day at Sea • $129

Minimum three guests.

Tampa Sailing Cruise

“…and all I ask is a tall ship and a star to steer her by.”

book now ticketTake relaxation to a higher level – plan a Full Day’s adventure aboard Lionheart. Leisurely explore the nooks and crannies of Tampa Bay, Florida’s largest estuary. Anchor at a deserted island for a gourmet lunch. Become Lionheart’s navigator, and plan your own crew’s itinerary with Captain Mac. Or take some serious time at the wheel – “Steady as she Goes”.


Full Moon Soiree • $99

tampa sailing charters

Full Moon Soiree Ready for Boarding

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Celebrate a glorious sunset at sea, then sail on into the night under a beautiful Tampa Bay Moon. Some say during our Full Moon Soiree as the moonlight strikes her sails, Lionheart raises her bow and roars like the sounds of distant thunder (others say it’s the rum). The waters turn a magical silver and shine as brightly as the moonlit sky. Don’t miss this very rare and exotic cruise.

Sailing dates vary with the lunar calendar – call for specific dates. Depart Tampa Convention Center Docks one hour before sunset for 3-hour cruise.


Gift certificates available.

Contact Us for Reservations or Questions

To reserve your cruise, please complete this email booking below and write your selected Cruise Package (Half Day; Full Day; Sunset; Full Moon; Dinner at Sea; or Special) in the space provided.  We’ll confirm by phone and email.  You’re going to love your Lionheart sail.

Capt. Mac and Kathryn