Sailing Sarasota, Longboat Key & Anna Maria IslandCall or text 941-896-6400
Corporate charter setting aboard a Kathleen D catamaran

Teams and clients on the water

Corporate Charter Sailing

Private catamarans for team outings, client hosting and company milestones—away from the conference room and on Sarasota Bay.

Corporate charter setting aboard a Kathleen D catamaran

The perfect corporate charter

Change the setting.
Change the conversation.

A private sailing charter gives teams and clients room to step out of the ordinary—open water, fresh air and time together without a conference-room clock dominating the day.

Plan an executive retreat, client appreciation sail, team outing or company milestone aboard a Maine Cat 30. Choose a two-, three- or four-hour private experience, then discuss food, permitted beverages and any custom details with the Kathleen D team before the reservation is finalized.

Why choose Kathleen D?

Built for the people you brought together.

A private catamaran replaces assigned seats and fluorescent light with flexible gathering space, Sarasota Bay and an experienced crew at the helm.

  • A private boat

    No shared guests and no competing room agenda—just the people you invited and the pace you choose.

  • Space to connect

    Move between the shaded cockpit, bow seating and trampoline nets instead of spending the outing in one assigned seat.

  • A flexible rhythm

    Build the charter around conversation, sailing, sunset, swimming or wildlife watching as time and conditions allow.

  • Food and cold storage

    Bring catering or simple snacks and use the Maine Cat galley refrigerator for food and permitted drinks.

  • A Sarasota backdrop

    The bay, skyline and Gulf light give client hosting, team photographs and company milestones a memorable setting.

  • Experienced captains

    The crew handles the boat and the conditions so the group can focus on the people and the time together.

Two Maine Cat 30 catamarans gathered side by side on calm water

A larger group?

Bring both Maine Cats into the plan.

Kathleen D operates two Maine Cat 30s. When both vessels and crews are available, coordinated charters can keep a larger company gathering connected on the water without pretending one boat fits every group.

  • Two American-built sailing catamarans
  • Coordinated routes and anchoring can be discussed
  • A professional captain aboard each vessel
  • Final group size and arrangements confirmed directly
Meet all four vessels →

Catering and details

Make the time aboard feel considered.

Keep it simple with drinks and light bites or ask about a more complete food plan. Custom arrangements depend on the group, charter length, vendor availability and the current onboard policy.

Bring your own catering

Charcuterie, boxed lunches and other easy-to-serve food can turn the cockpit into a relaxed place to gather.

Ask about local options

The team can discuss current caterers or other vendors rather than locking you into an outdated list.

Use the onboard galley

The Maine Cat 30s include a refrigerator, table space and basic galley supplies for food and permitted beverages.

Plan special touches

Company milestones, branded items, cakes and other additions can be discussed and confirmed before the sail.

Choose the corporate charter

Choose the amount of time, then the departure.

The event is already set as private. Select the sail that fits the group, then Sarasota or Longboat Key to open the relevant live calendar.

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

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

Need two boats or special details?

Let the team confirm the moving pieces.

Large groups, catering and custom arrangements are not automatic calendar promises. Call or send an inquiry so vessel availability, current policies and vendor details can be confirmed.

Discuss the eventCall or text 941-896-6400
Live availability

Choose a date

Loading live availability…

If the calendar does not load, open the booking site in a new tab.

Recognition & community

Proud of thecompany we keep.

Read guest reviews →

Tripadvisor recognition

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

Local tourism partners