Skip to primary navigation Skip to content Skip to footer

Group Trolley Tours For Up To 30 People

Discover Sarasota Tours Group posing for the camera

Book A Group Tour

We Offer Group Options for 16 Different Tour Themes!

For Large Private Group Tours (for up to 30 people), more information on tours offered and options are provided below. Large Group Tours include a 20% discount off of single ticket prices. The total prices below are all-inclusive and include all handling fees, tour guide, driver, cast member gratuities where applicable, and FL state sales tax. Please email [email protected] to book your group tour!

For Small Group Tours (for 10-29 people), please select your tour on the All Tours page and book directly through our website. Use promo code TEN to save 10% off your tickets.

Large Private Group Tour

Rates & Booking Options

Daytime Group Tours

  • For up to 30 people
  • This option allows you to choose from one of our daytime tour themes for your group!
  • $1,601.34

Murder Mystery Trolley: Who Killed The Circus Queen?

  • For up to 29 people
  • Includes complimentary water, soda, beer or wine at our Tiki Bar before boarding.
  • Group bookings for this tour are only offered on Thursday or Saturday nights.
  • $1,751.43

Sing-Along Trolley

  • For up to 29 people
  • Includes complimentary water, soda, beer or wine at our Tiki Bar before boarding.
  • Group bookings for this tour are only offered on Friday nights.
  • $2,364.90

Sunset Cabaret

  • For up to 30 people
  • Available November-April
  • Includes complimentary water, soda, beer or wine at our Tiki Bar before boarding.
  • Includes a guided sing-along and local trivia tour with views of the sun setting over the bay, a brewery tour at Sun King Sarasota and samples of their beer.
  • $1,704.06

Holiday Group Tour Options

Christmas Carol Trolley: Letters to Santa

  • For up to 29 people
  • Hop aboard Dolly The Trolley to enjoy our holiday musical tour — fun for the whole family!
  • Includes complimentary water, soda, beer or wine at our Tiki Bar before boarding.
  • $1,751.43

Haunted Sarasota Tour

  • For up to 30 people
  • Includes complimentary water, soda, beer or wine at our Tiki Bar before boarding.
  • Group bookings for this tour are only offered on Friday nights.
  • $1,729.06

The BooMobile

  • For up to 29 adults and children
  • A family-friendly Halloween party on the trolley for ages 2 and up!
  • Join us for a 45-minute magical tour as WitchyPOO goes on a delightfully musical hunt for her dear missing Pumpkin all around downtown Sarasota’s historic landmarks.
  • Includes complimentary soft drinks before the tour.
  • $1,173.96
a group of people standing in front of the trolly

Booking Deposit

  • If the date of your tour is in less than < 60 days, the full amount will be charged to reserve your tour.
  • If you are booking more than > 60 days in advance, a $500 deposit is required to reserve your tour.
  • The balance on tours with a deposit will be charged the remaining balance 45 days prior to your tour.

To book, please email your desired date, tour theme, and number of people to: [email protected].

Small Group On Public Tour

For Small Group Tours (for 10-29 people), please book through our website and use promo code TEN to save 10% off each ticket.

a group of smiling and excited people posing for the camera in costume on the trolly for murder mystery show - Who Killed the Circus Queen?

Lunch Bunch Group Tour

Looking for a Tour + Lunch Option for your Group?

Our Lunch Bunch Tour for groups of up to 30 people includes a daytime tour ticket and prix fixe lunch at one of our VIP partner restaurants. All-inclusive group fee is $2,885.34. Deposit of $1,000 is due at the time of booking.

Amish Experience: Bridges to Understanding

Our Amish Experience Tour: Bridges to Understanding Lunch Bunch Tour includes the USA Today award-winning BEST Buffet in the Country dining, your selection of pie, and time for shopping at Carlisle Gifts. (Arrival at Trolley Cottage at 9:30 AM, Tour 10 AM-11 AM, Shopping 11:05 AM-11:35 AM, Lunch 11:35 AM-12:35 PM, with return to the Trolley Cottage by 1 PM.)

  • Der Dutchman (with shopping at Carlisle Gifts Sarasota) – Lunch includes the full buffet, beverages, and a variety of slices of their famous pie pre-set on your table. Plus, get 20% off your purchase at Carlisle Gifts!

City Sightseeing Tour, Circus Secrets of Sarasota, Leading Ladies of Sarasota, Architecture Tour or Public Art Tour

Each of these Lunch Bunch Tours include your choice of appetizer, main course, and dessert. Tax, gratuity and transport to and from restaurant are included. These Lunch Bunch Tours run from 10 AM-12:45 PM (Arrival 9:30 AM, Tour 10 AM-11:30 AM, Lunch 11:30 AM-12:30 PM and return to Trolley Cottage by 12:45 PM).

  • Bevardi’s Salute – Light family style offering of Caprese Salad, Bruschetta Pomodoro, and Fried Calamari. Choice of Main Course: Salmon on Caesar or Parmesan Chicken, One Cannoli and One Profiteroli for dessert. Ice tea and soda included. Lunch Served with Italian bread.
  • Clasico Italian Chophouse – Two family-style apps to share with the entire group (meatballs and fire-roasted artichokes), lunch entrée, and family-style shared assorted desserts. Water, soda, lemonade, and iced tea are included.

Discover Sarasota Tours' Group Cancellation Policy

Our cancellation policy

Tours which are cancelled at least 45 days in advance will receive 50% of the booking deposit refunded (or $250). If you wish to cancel, you may also use your deposit as a credit on a future tour.

We will make every attempt to move you to a new date if you need to change the tour.

All payments must be made by credit card. We do not accept checks.

A fun group dressed up for their Haunted Sarasota Tour!

Frequently Asked Questions

Why is the group rate more than an individual ticket?
The total Large Group Tours rates include handling fees, tour guide, driver and cast member gratuities (where applicable), and sales tax. Large Group Tours include a 20% discount off of the single ticket prices plus these additional fees.

When do private group tours run?
Most daytime group tours run on Mondays when we are closed to the public or on the day of their tour (for specialty tours). Nighttime shows run on their regular nights or on the day of your choice.

What is cost savings for booking a full private trolley?
Guests will save 20% off of individual ticket rates and the private tours are all-inclusive (ticket, tax, and gratuity are included).

Can you pick our group up?
Yes, if you are within a 15-min drive we can pick your group up and return you to your home location for an additional fee that covers the additional drive time.

Can we add a lunch option onto our morning tour?
Yes, we have a Lunch Bunch option available for most morning tours that includes a prix fixe lunch. Please ask about adding this option for your group.

Do you have a nonprofit rate?
We do not have a nonprofit rate but we can remove tax from your order if you provide us with a 501 (c) (3) letter from the IRS.