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Olde World Sailing Line

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Address: 97 Columbia Dr, Tampa, FL 33606-3584
Phone Number:
+1 888-989-7245
Website
Description:

Come sail with us as we pay tribute to the grand age of seafaring....

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, special clients, or treat yourself. Whether a relaxing afternoon at sea, a romantic onboard dinner at sunset, or an inspiring full moon adventure cruise, you will create memories that will last a lifetime.

Olde World Sailing Line is proud to be named "2015 Best Local Cruise" by the prestigious Tampa Bay Magazine in their annual "Best of Tampa Bay" issue.

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The most beautiful tour ever.

My parents and I did this sail tour in March 2017 and if you're looking for a beautiful sailing experience, you've found it ! First off, Jim and Cathy, the captains are amazing... read more

Reviewed 2 days ago
brandonnacass
,
Chapel Hill, North Carolina

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75 Reviews from our TripAdvisor Community

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Showing 74: English reviews
Chapel Hill, North Carolina
2 reviews
Reviewed 2 days ago NEW

My parents and I did this sail tour in March 2017 and if you're looking for a beautiful sailing experience, you've found it ! First off, Jim and Cathy, the captains are amazing people : Very kind, very helpful and with a great knowledge of tampa and its harbour. The conversation with them was delightful ! They are very interesting... More 

Helpful?
Thank brandonnacass
Detroit, Michigan
Level Contributor
9 reviews
Reviewed 2 weeks ago via mobile

We decided to do the sunset sail and it was wonderful! Jim and Kathy were such considerate hosts. They really wanted us to be comfortable. The weather was a bit chilly and they had the warm blankets all ready. Jim is an excellent sailor and Kathy was so beautiful playing the harp. I recommend this for friends or husband and... More 

Helpful?
Thank Lisa J
James M, Owner at Olde World Sailing Line, responded to this review

We're so pleased you guys enjoyed your sailing cruise, Lisa. April is one of my favorite months to sail, even though it can get a bit nippy after the sun goes down. Thank you so much for taking the time to write a review. Hope to see you again soon under the canvas of Lionheart. More 

Davenport, Florida
Level Contributor
34 reviews
11 attraction reviews
common_n_attraction_reviews_1bd8 76 helpful votes
Reviewed 18 February 2017 via mobile

My husband arranged this trip as a belated Valentine's surprise (we own a Flower shop and never get to do things on the day!) and we had a wonderful relaxing couple of hours out on the bay. The Lionheart is a lovely 44 foot sailing boat with nice comfy seats in the bow for the best view! Jim and Kathy... More 

Helpful?
Thank Helen_RDavenport
1 review
Reviewed 31 December 2016

Captain Mac, Kathy, the SV Lionheart, Tampa Bay, God and a friendly dolphin all worked together to give the 5 of us a most memorable sunset cruise. Once under sail our two photographers were able to click away in the comfort and security of the forward deck seats. As Caption Mac performed the Sunset Ceremony the sky lit up with... More 

Helpful?
Thank Randall P
1 review
Reviewed 6 December 2016

We enjoyed the sunset sail aboard Lionheart very much! It was my first time on a sailboat and it was such a lovely experience. We really enjoyed the personal touches through out the trip, the Captain's life stories, and of course the harp performance by Kathy. One of my favorite parts was the comfortable seats at the front of the... More 

Helpful?
Thank Iva V
James M, Owner at Olde World Sailing Line, responded to this review

Thank you for your kind words, Iva. It was a joy for Kathy and I to have you guys aboard and enjoy the refreshingly cooler breezes of a November Florida evening. Thank you for sharing your special celebration with us. More 

Brooksville, Florida
Level Contributor
4 reviews
Reviewed 19 November 2016 via mobile

I cannot say enough good things about this wonderful couple and their beautiful 44' sailboat. My 92 year old Mom had never been on a sailboat. Jim and Kathy could not have been more accommodating. We had an awesome time. Everything was just perfect!!!

Helpful?
Thank paulals
James M, Owner at Olde World Sailing Line, responded to this review

What a special sail! Thank you for your kind words. Kathy and I enjoyed sailing with you guys on this beautiful Florida fall afternoon. How unusual for the winds at the beginning of our trip to be nearly "0", only to freshen to a brisk 14kts later in the afternoon. Love those winter cold fronts. Thank you so much for... More 

Level Contributor
16 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 6 helpful votes
Reviewed 31 October 2016

My son, his girlfriend and I took this cruise for his birthday. Inclement weather threatened our plans but Captain Mac and Kathy got us underway when it had safely passed. They are clearly well qualified sailors and safety minded. We felt most welcome and were treated as honored guests. Kathy playing tunes on the Celtic harp was a highlight and... More 

Helpful?
Thank Alice W
James M, Owner at Olde World Sailing Line, responded to this review

What great fun you all were on our recent cruise. You guys showed great talent - it's not easy making the conch shell bellow like the horn of a cruise ship. Thanks for the company and helping us to cruise the "Olde World" way. More 

Mulberry, FL
1 review
Reviewed 20 October 2016

Last night we had a perfectly wonderful sailing experience on Tampa Bay. Our hosts served us a delicious dinner, provided information about the area as we sailed and topped it off with harp music played by our hostess, Kathryn between serving food and attending to our every need. Captain Jim gave us a beautiful sail. The weather was perfect, our... More 

Helpful?
Thank bsf&rio
James M, Owner at Olde World Sailing Line, responded to this review

Thank you both for dining with us aboard Lionheart - The Bay Area's most unique "waterfront restaurant". Thankfully we're now moving into the most glorious sailing weather of the year. Steady dependable winds, cool temps, and clear skies. You guys were a joy to entertain and we're grateful for the privilege of being your host to the Suncoast's finest asset... More 

1 review
Reviewed 7 October 2016

2 couples sunset cruise with hor d'eurves. What a beautiful evening sailing on the smooth Tampa Bay, wind in our hair, not a care in the world. The hosts were lovely, the music soothing, the sail was breathtaking, and the boat was amazing. We were so excited and blessed to experience this fabulous hours-long excursion to watch the sunset over... More 

Helpful?
Thank Janet D
James M, Owner at Olde World Sailing Line, responded to this review

Thank you all so much for joining us aboard Lionheart. Kathy and I really enjoy showing guests the Tampa Bay Area from the sea - such a beautiful sight, especially at night. The playful dolphins of Tampa Bay are frequent escorts, but the rainbow truly was a special treat. Hope you all will come sail with us again soon. More 

Sebastian, Florida
Level Contributor
20 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
Reviewed 22 September 2016

Celebrating my husband's 70th Birthday with Captain Mac and Kathy sailing upon The Lionheart made for a very unforgettable evening. We were warmly greeted and escorted to The Lionheart and made to feel right at home instantly. After settling in and taking off the Sunset Cruise proved to be just as it was described. The snacks provided were perfect for... More 

Helpful?
Thank Susy R
James M, Owner at Olde World Sailing Line, responded to this review

Thank you and your family for joining us earlier this week for a sunset sailing cruise to celebrate your husband's important birthday. What a gorgeous evening! Kathy and I especially enjoyed welcoming your dog, Ruby, to Lionheart. What a cutie! Thanks again for sailing with us and for taking the time to write a review. Capt. Mac & Kathy More 

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  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?