Luxurious Leopard 40 Sailing Catamaran

 5.0 (13)

Robertson and Caine Leopard 40 (2017)


  • 40 feet

  • 12 guests

  • 4 cabins

  • 2 heads

  • Captain Available



Come aboard our 2017 Leopard 40 Sailing Catamaran for a leisurely cruise and immerse yourself in the tranquil beauty of Treasure Island. As the sun dips below the horizon, relax on the front trampolines or sun loungers, or find respite in the rear cockpit under cover. Keep an eye out for playful dolphins racing alongside the boat – a common sight on our excursions.

Our catamaran offers all the comforts of home, including a generator, air conditioning, stereo, fridge, stove/oven, and two electric push-button flushing toilets. Your rate includes the vessel, a deckhand, fuel, towels, snorkel gear, paddleboards, waters, soda, and snacks. Please note that the captain's fee is paid separately in advance ($50/hr or $1000/night), and crew gratuity is not included.

For those seeking a longer escape, multi-day cruises are available at a discounted rate, with three cabins available for overnight guests.

Onboard, you'll find a large cooler and fridge stocked with ice, water, and soda. Feel free to bring your own alcohol and prepared foods such as sandwiches, platters, and cakes. We provide all necessary plates, cups, utensils, napkins, and paper products.

Additionally, we offer two stand-up paddleboards, snorkel masks and fins for approximately six people, and a variety of swim noodles for your enjoyment.

This boat has 2 additional services available. View addons


  • Manufacturer
    Robertson and Caine
  • Model
    Leopard 40
  • Year
  • Guest Capacity
  • Cabins
  • Single Beds
  • Double Beds
  • Bathrooms
  • Number of engines
  • Horsepower per engine


This boat has 2 additional service(s) available for full day trips. You can select optional addons to customize your trip on the next page. Note that required addons are mandatory, and addons marked as payable at base need to be paid directly to the boat owner when you get to the boat.

Optional Extras (1)

  • Additional people over 8 (per person)
    per booking

Required Extras (1)

  • Captain
    per day



  • Stereo AUX input mp3 hookup
  • Stove / grill
  • Autopilot
  • Kayak
  • Diving
  • Radar
Navigation & Safety
  • Autopilot
  • Radar
  • GPS
  • Generator
  • VHF Radio
  • Tender/Dinghy
  • Depth finder
  • Life jackets
  • Fire extinguisher
  • First aid kit
  • Life raft
  • Binoculars
  • Stereo AUX input mp3 hookup
  • WiFi/Internet
  • TV
  • USB Connection
  • Speakers on deck
  • Stove / grill
  • Air conditioning
  • Refrigerator
  • Bed linen
  • Towels
  • Freezer
  • Inverter
  • Warm water
  • Cockpit table
  • Electricity
  • Outdoor shower
Sports equipment
  • Kayak
  • Fishing rod
  • Snorkeling
  • Diving
  • Dining
  • Cocktail parties
  • Overnight stay

13 Reviews

  • Samantha
    March 1st, 2024

    I had a perfect 40th bday bash thanks to David and his daughter. Beautiful, clean and spacious boat. They were very accommodating, and communicative from the initial booking up until the end of the trip. I can’t recommend them enough!

  • Taneka
    Feb. 17th, 2024

    David and his Daughter were absolutely Amazing. I truly enjoyed my first experience. The customer service was phenomenal.

  • Akshdeep
    Dec. 27th, 2023

    Excellent experience with Captain Dave & Bailey! From start to finish they were kind, accommodating and very friendly. They have great knowledge of the area. The boat was spacious and clean. Highly recommend Florida Sail for a day in the water and sun!!

  • Suzette
    Nov. 7th, 2023

    Our daughter had a wonderful birthday celebration on Second Wind! Emma was so accessible before to ensure we had everything covered and all questions answered. The trip was fantastic! The girls had fun in the water and enjoyed tanning, swimming, collecting sand dollars and finding starfish! It was a great escape from university life! Thank you Emma and David for an amazing time! We highly recommend and will definitely book again!

  • Annette
    Sept. 28th, 2023

    We had an amazing time on our 4 hour cruise with David and Emma! It was very relaxing and they were the perfect hosts😊. We look forward to cruising again with them soon!

  • Julian
    Sept. 27th, 2023

    I Proposed to my girlfriend on this trip and the crew made the experience as smooth as it could’ve possibly been. They were at the doc ready before the scheduled time and made sure we were as comfortable as possible. If I could give 6 stars I would!

  • Jonathan
    Sept. 2nd, 2023

    Highly recommend! We'll be back

  • Alexander
    June 26th, 2023

    Awesome trip! Thank you!

  • andy
    June 12th, 2023

    What an amazing trip. We had an absolute blast. David was an amazing captain and the boat was spectacular. Would 100% recommend this and definitely will do this again.

  • Paul
    June 11th, 2023

    Our group of nine had a fantastic time sailing with Captain David. We started out with a four hour sail, and extended it by another two hours to go out to the lighthouse. Did some snorkeling, and it was absolutely fantastic. Saw schools of fish.

    Captain David, provided everything we needed for a safe and pleasurable sail. I highly recommend giving him a chance to earn your business. We were extremely satisfied.

    Thank you so much!

    Paul, and friends

  • Katherine
    May 12th, 2023

    Perfect surprise for mom’s birthday! David and his daughter are a wonderful, friendly team. They even put my nephew in a harness and hung him over the side as extra fun for him. The boat was spacious and beautiful. We got up to over 7 knots and the relaxed and contented smile on my mother’s face was a gift for all of us. They had numerous water toys for our swimming stop, drinks, chips and made us feel safe and at home. It was a perfect outing! Thank you!

  • Karen
    April 25th, 2023

    We had a great time with Captain David and Captain Emma. They were helpful, accommodating, and fun to be around. Highly recommend!

  • J
    April 24th, 2023

    We had a wonderful trip! The boat was clean and provided us with a great space for birthday festivities. Thank you guys for a memorable experience!

Boat Owner


Member since January 2023

Captain David

In 2020, at the onset of the pandemic, I was ready to chart a new course in life. After 25 years in the corporate world, I sold my medical supply company and purchased our beloved catamaran. As the name suggests, this sailing journey has become my new course.

Shortly after purchasing our vessel, I, along with my daughter Emma, dove into Captain's school turning our commercial sailing dreams into reality. Now, we are ready to share our experience and love for the water with you!

Captain Emma

Growing up, my dad (Captain David), had me out on the water from day one. I spent my childhood out on boats- sailing, wakeboarding, tubing, kayaking, and swimming. Now that I am older, I'm thrilled to have the same opportunity to show others the sailing ropes and share the joy of being on the water.

Response rate: 92.9%
Response time: within 10 hours
Message owner

Location and Destination Guide

Usually this boat operates around Treasure Island, FL.

Tampa Bay - a large natural harbor and estuary on the west-central coast of Florida - is a mix of deep history, rich cultural heritage and a modern landscape. Discover Tampa Bay attractions by boat and get ready for great nautical experience. Hop aboard one of our boat rentals in Tampa Bay, FL and set sail to Dali museum in St Petersburg. Or embark on one of our <a href="https://www.

Customer Questions & Answers

Ask general questions about this boat. For questions related to a specific booking request click here to Message the Boat Owner directly.


Cancelation policy - Standard
Full refund if renter cancels 6 days or more before the trip start date.
No refund if renter cancels 5 days or less before the trip start date.