Sailing Sarasota, Longboat Key & Anna Maria IslandCall or text 941-896-6400
Big Pass Adventure with Kathleen D Sailing Catamarans

Four hours · public or private

Big Pass Adventure
Four Hours

A half-day on the Gulf with time to sail, swim, kayak and step out onto a sunlit sandbar.

Big Pass Adventure with Kathleen D Sailing Catamarans

The experience

Give the water enough time to become the day.

Big Pass Adventure goes beyond sightseeing. Four hours creates room to sail toward a pass, launch a kayak, cool off in the water and slow down on a sandbar. The captain chooses the safest, most enjoyable route for the departure point and conditions.

  • Four-hour half-day adventure
  • Morning and afternoon options
  • Sailing, swimming, kayaking and sandbar time

What to expect

A sail with its own point of view.

From Sarasota

Sail toward Big Sarasota Pass and its sandbars. When conditions there are not suitable, New Pass provides a scenic alternative between Sarasota and Longboat Key.

From Longboat Key

Head toward Longboat Pass for open water, kayaking and sandbar time, with New Pass available when it offers the better day.

Pack for the water

This is the trip for guests who want to get off the deck as well as sail. Bring swimwear, sun protection and a dry change if you want one.

Big Pass Adventure calendars

Choose how you want to take the Big Pass Adventure.

The experience and duration are already selected. Choose a shared Sarasota sail or reserve the full catamaran from Sarasota or Longboat Key to see the matching live dates.

7–11 guests? Online checkout is capped at six. Send a prefilled inquiry for one Maine Cat.

Want a shared Longboat sail? Public departures are available by request. Ask about this trip from Longboat Key.

Live dates, sailing minimums, taxes, fees and final totals are shown in Kathleen D’s booking calendar.

Before you step aboard

A half-day built around conditions—not a rigid route.

Big Sarasota Pass, Longboat Pass and New Pass each offer a different setting. The captain makes the final route decision for safety and the best available experience. Confirm current lunch and equipment details when reserving.

Live availability

Choose a date

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Recognition & community

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Tripadvisor recognition

Tripadvisor Travelers’ Choice recognition 2023Tripadvisor Travelers’ Choice recognition 2024Tripadvisor Travelers’ Choice recognition 2025

Local tourism partners