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Olde World Sailing Line
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Travelers talk about
“captain jim”(13 reviews)
“sunset sail”(11 reviews)
“sailboat”(16 reviews)
Come sail with us as we pay tribute to the grand age of seafaring. Experience "First Class" service and exquisite cuisine on a 44’ classic blue water yacht. Half-day, full day, sunset or custom voyages daily from Tampa. Entertain visiting guests...more
97 Columbia Dr, Tampa, FL 33606-3584
+1 888-989-7245
Most Helpful Review
Reviewed June 28, 2016

This was our 25th wedding anniversary celebration and what a celebration it was!! This couple have perfected the art of taking care of their clients. We were on the Lionheart with one other couple along with the Captain Jim and his First Mate Kathy (wife)....More

2  Thank A J S
James M, Owner at Olde World Sailing Line, responded to this reviewResponded September 9, 2016

Thank you so much for your kind words! Please accept my apologies for my late response to your post - I must have been asleep at the helm. We are so happy that you both had a great cruising experience aboard Lionheart to help celebrate...More

Reviews (91)
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All reviews captain jim sunset sail sailboat mac skiing aboard mcmanus crew cruise dolphins cockpit bay refreshments school info
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Reviewed April 29, 2018

I booked this sail at the very last minute and Jim and Kathy could not of treated my wife and I any better. Jim and I talked on a Friday, he sent me the dinner menus that night and come Monday I surprised my wife...More

Thank Bill T
Reviewed April 27, 2018

The weather was not on our side but Captain Mac & Kathryn made the evening a wonderful experience. My boyfriend & I did the Sunset & dinner sail. The sail was cut a bit short due to storms but the evening was still memorable &...More

Thank jennybn77
Reviewed April 22, 2018

I arranged a charter with Olde World Sailing to celebrate our son's 40th birthday. Jim and Katheryn McManus, the operators of Olde World Sailing are the best. Their wonderful sailboat is perfectly set up for a great Tampa Bay Sail. They provided excellent hors d'oeuvres...More

Thank jas_rogers
James M, Owner at Olde World Sailing Line, responded to this reviewResponded April 23, 2018

Thank you for the review - it's always an honor to be able to help celebrate milestones aboard Lionheart such as this one. We especially appreciated the great photo of our good ship under sail (see photo on TripAdvisor and our Facebook page) - many...More

Reviewed April 5, 2018 via mobile

We had a perfect evening - even better than we expected! Jim and Kathy were fabulous as captain and crew, and the sail aboard Lionheart was wonderful. Beautiful sunset, great music and just right appetizers. Plus they let our son help crew the boat and...More

Thank rbcrawford1960
James M, Owner at Olde World Sailing Line, responded to this reviewResponded April 23, 2018

Thank you all for joining us and for taking the time to write a review. We're so pleased you enjoyed your cruise. Your son got his sea legs quickly - his help on the helm was much appreciated. Hope to see you again soon.

Reviewed March 24, 2018 via mobile

My husband and I could not have chosen a better way to celebrate our 10 year anniversary! Jim and Kathy are true professionals who anticipated and took care of every detail. The delicious food and the peaceful atmosphere made this an unforgettable experience!

Thank Andrea P
James M, Owner at Olde World Sailing Line, responded to this reviewResponded April 23, 2018

Congratulations to you and your husband again, Andrea, for your first decade mark! Thank you for choosing to help celebrate with Olde World Sailing Line - it was a joy to have you aboard.

Reviewed March 5, 2018 via mobile

I booked a dinner cruise for my fiancé's birthday and we could not have been happier! The boat is gorgeous and Captain Mac and Kathy were both very friendly and helpful. They were wonderful hosts, both very attentive. Dinner was delicious and the sail was...More

Thank Alison W
James M, Owner at Olde World Sailing Line, responded to this reviewResponded March 8, 2018

Hi Alison - Thank you so much for dining aboard Lionheart and allowing us to help celebrate your fiance's birthday. We're so pleased you enjoyed your experience and hope to see you again on your next trip to the Bay Area.

Reviewed March 2, 2018 via mobile

We enjoyed a wonderful experience this evening on the Sunset Cruise with family and friend aboard the Lionheart. The sailing team was smart, informed and knowledgeable. We would trust them with navigating in adverse conditions. They were welcoming, attentive and careful. We are grateful to...More

Thank hcdelafield
James M, Owner at Olde World Sailing Line, responded to this reviewResponded March 8, 2018

Thank you all for joining us for a great sail aboard Lionheart. The weather is especially good during this time of year in Florida, making for great sailing. Thank you so much for taking the time to write a review for Olde World Sailing Line.

Reviewed January 22, 2018

Had a wonderful time with Jim & Kathy yesterday. Gorgeous scenery, fabulous company, delicious snacks ...and of course the sunset. So nice to be out on the water on a beautiful evening. Highly recommend.

Thank Karen7482
Reviewed January 8, 2018

We booked a half day sail and enjoyed every second of it... from the minute we boarded the boat to the time we got back on the dock!! Between my parents and myself everyone we know knows we went sailing while in Tampa, I would...More

Thank cseig
James M, Owner at Olde World Sailing Line, responded to this reviewResponded January 12, 2018

Thank you guys so much for joining us and for taking the time to leave a review. The great weather during your cruise demonstrated again how the early months of the year can be some of the best for sailing in the Bay Area (aside...More

Reviewed January 2, 2018 via mobile

Although it was a bit chilly, Jim and Kathy were great hosts during out three hour sunset sail. The Lionheart was waiting dockside for us and was a comfortable sail for the four of us. We got a great view of the port with interesting...More

Thank DScott60
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Questions & Answers
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March 10, 2015|
Response from Jane J | Reviewed this property |
Our trip was at 4:00 in the afternoon. 7 people may be too many. We had 4 in our group plus 2 crew members and it was tight when the meal that was served. Also, I don't think we went much over 8 knots. After reading your... More