Group Transportation to Cross Seminole Trail

The Cross Seminole Trail is a 23-mile paved trail system connecting Oviedo, Winter Springs, and Lake Mary in Seminole County. The trail winds through oak hammocks, past lakes, and along the Little Big Econ State Forest.

BusBrother Charter Bus Interior - Comfortable Reclining Seats Group Transportation

How Do Charter Buses Drop Off at Cross Seminole Trail?

Multiple trailheads with parking throughout Seminole County.

Available Services

Group Travel Tips

  • The Oviedo trailhead near Black Hammock Adventures is a great starting point
  • The trail connects to the University of Central Florida campus area

What Should a Group Know Before Riding the Cross Seminole Trail?

The Cross Seminole Trail is a 23-mile Seminole County trail open dawn to dusk, running from Aloma Avenue and Howell Branch Road in Winter Park to the pedestrian bridge over I-4 in Lake Mary, where it meets the Seminole Wekiva Trail.

Which trailhead works best for a group?

Big Tree Park at 761 General Hutchinson Parkway, Longwood has restrooms, water, exercise equipment, a pavilion, picnic tables and a playground. Greenwood Lakes Park at 660 Green Way Boulevard, Lake Mary has restrooms, water, a pavilion and picnic tables. Black Hammock Trailhead in Winter Springs, Soldiers Creek Park in Longwood and Trailhead Park on W Lake Mary Boulevard list restrooms and water fountains. Source: seminolecountyfl.gov.

What does the trail connect to?

It meets the Cady Way Trail at its south end and the Seminole Wekiva Trail, a nearly 14-mile paved trail, at its north end. Portions are part of the Florida National Scenic Trail and the Florida Coast-to-Coast Trail, so a group can plan a one-way ride and have the bus meet riders at a different trailhead. Source: seminolecountyfl.gov, seminolecountyfl.gov.

Can a bus carry bikes?

Bikes do not ride in a standard passenger cabin. A one-way ride usually pairs the passenger bus with a separate box truck or bike trailer, or riders bring rental bikes from a local outfitter. Tell the carrier how many bikes the group has, and Seminole County does not publish bus parking at the trailheads, so confirm the pickup trailhead in advance. Source: seminolecountyfl.gov.

How long is the drive to Cross Seminole Trail (Black Hammock Trailhead area)?

FromRoad milesFree-flow drive
Orlando2030 min
Daytona Beach551 hr 12 min
Cape Canaveral451 hr 6 min
Kissimmee4053 min

OSRM / OpenStreetMap routing from city centers, 2026-10-08; no traffic or stops.

Official sources checked October 8, 2026.

Book Your Group Trip: BusBrother picks up from any hotel, airport, or address in Orlando and delivers your group directly to Cross Seminole Trail. Round-trip and multi-stop options available.

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What Do Groups Ask Before Booking a Bus to Cross Seminole Trail?

Seminole County lists the Cross Seminole Trail at 23 miles, open dawn to dusk, from Aloma Avenue and Howell Branch Road in Winter Park to the pedestrian bridge over I-4 in Lake Mary. It connects to the Cady Way Trail at the south end and the nearly 14-mile Seminole Wekiva Trail at the north end.
Big Tree Park in Longwood and Greenwood Lakes Park in Lake Mary have the most group amenities, including restrooms, water, a pavilion and picnic tables, so they work well as start or finish points. The county does not publish bus parking at its trailheads, so plan a drop-off and a timed pickup rather than having the coach wait on site.
From downtown Orlando the drive to the Black Hammock trailhead area is about 20 road miles, roughly 30 minutes in free-flowing traffic, and from Kissimmee it is about 40 miles or 53 minutes, based on OSRM routing. Trailheads farther north in Longwood and Lake Mary sit closer to I-4 for groups coming from the west.
Charter buses to Cross Seminole Trail are priced by the hour or by the day rather than per attraction. BusBrother's Florida rate guide lists $100-$175 per hour for a 15-passenger minibus, $120-$200 per hour for a 25-passenger minibus and $150-$300 per hour for a 56-passenger motorcoach, and full-day rates run $800-$1,200 for a 15-passenger minibus and $1,200-$2,500 for a 56-passenger motorcoach. Your total depends on the pickup city, how long the driver waits at Cross Seminole Trail, group size and season, so request a quote with your pickup address and visit times. Round-trip pricing typically runs 60-75% of two separate one-way bookings.
Charter buses drop off at the group or bus loading point that Cross Seminole Trail designates, at 4650 Tuskawilla Rd, Oviedo, FL 32765. Multiple trailheads with parking throughout Seminole County. The carrier confirms the exact drop-off and pickup point before your trip based on the attraction's current group-transport rules, and the driver coordinates with staff for an on-time boarding at the end of your visit.
BusBrother is a Florida lead-matching and referral service: we connect your group with independent, licensed motor carriers who provide the actual transportation. The carrier you book with handles the driving, insurance and dispatch. All carriers in our network hold valid USDOT registration with FMCSA operating authority, satisfactory FMCSA safety ratings, and $5M+ commercial auto liability insurance. BusBrother is operated by WETYR Corporation in Cape Canaveral, Florida.

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