Contact Us To Plan Your Private Sailboat Charter - 941-259-0977

Full Day Plus Overnight

Looking for more than just a dinner and sunset cruise? Do you have a bit more time to enjoy a day on the water before the sun sets? Join us at 8 AM and we’ll show you an adventurous day at sea. Kayaking, swimming, sailing, fishing, walking the beachcombing for shells, and a beach picnic lunch all await you! Then you can relax a bit on deck before enjoying your sunset dinner. COME BREAKAWAY FOR A DAY AND AN OVERNIGHT TO CELEBRATE YOUR SPECIAL EVENT.

With this sailing charter, we will slip into two anchorages – one by day for shopping, or swimming, kayaking and paddle-boarding … and another to experience Charlotte Harbor’s amazing sunset with dinner as mother nature introduces us to a night sky.

  • Fisherman’s Village, Punta Gorda Fisherman’s Village is a quaint small-town “mall” with boutique shopping, waterfront, and nautical nick-nacks, café’s and restaurants.
  • Port Charlotte Beach Park is a public anchorage with bay and park views.  Access to residential canals for kayaking and a public bay-beachfront for swimming.
  • Matlacha Pass is a busy waterfront setting with shops, waterfront restaurants, and residential views.
  • Cattle Dock Point anchorage is a serene setting at the mouth of the Myakka River with beautiful lowlands views. This anchorage is abundant with wildlife.  A peaceful spot to relax and enjoy nature.
  • Boca Grande (South) Anchorage is an open water anchorage East of Gasparilla Island State Park. Boat-watching during the day is good and nights here are quiet and peaceful with light winds.  Gasparilla Island State Park (and beach) is accessible by tender and kayak.
  • Pelican Bay Anchorage at Cayo Costa State Park offers “lagoon” like settings and access to the beach, shelling, and trails. This is one of our all-around favorites. This anchorage is a beautiful, shallow adventure for kayaks, paddleboards, swimming, and the views are breath-taking.

Full Day Plus Overnight

Booking includes two guests.
Up to four additional guests can be added for a total of six
Day 1: 8:00 AM Boarding (Breakfast)
Day 2: 10:00 AM Disembark

$1,195.00 for 2 guests. Additional guests - $150 per guest

NOTE: Dates shown in red are currently unavailable/booked

  • October 2021
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Please Pick a Date


Day 1

  • 8:00 AM Boarding (Breakfast)
  • 9:00 AM Embark
    Sailing
    Anchorage 1 (TBD)
    Snacks
  • 1:00 PM Sailing (lunch)
  • 4:00 PM Anchorage 2 (TBD)
    Activities
  • 7:00 PM Cocktails
  • 8:00 PM Dinner/Dessert
    Activities
  • 9:00 PM Turn Down Service
    Activities
    Remain Overnight -  Anchorage 2

Day 2

  • 7:00 AM Sailing
  • 8:00 AM Breakfast
  • 9:00 AM Arrive at Marina
  • 10:00 AM Disembark

Do you have any questions about this booking?

Our Concierge is standing by, ready to help.

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