View Current Travel Advisories

Trailways Bus Tickets
from Winter Haven, FL to Annapolis, MD

Choose one way or round trip:
(*) indicates a required field
Type the date in date format 2 digit month slash 2 digit day slash 4 digit year or press tab to use the date picker pop up calendar

Travel made simple with Trailways

Unbeatable Prices

One of the best inventories of bus tickets in one place - with exclusive fares you won't find elsewhere.

Proven Reliability

On-time travel services - trust our reputation for reliable bus transportation.

Comfort and Convenience

Numerous upgraded buses with large leather recliners, free wi-fi, and power outlets for each seat.
Overview

About buses from Winter Haven, FL to Annapolis, MD

Buses from Winter Haven, FL to Annapolis, MD travel the 814mi (1310.00km) journey, taking approximately 1d, 1h, 45m. Usually, there are 2 buses operating per day. While the average ticket price for this journey is around $301.37, you can find the cheapest bus tickets for as low as $301.37.

  • Distance
    814mi (1310.00km)
  • Average trip duration
  • Average bus ticket price
    $301.37
  • Trips per day
    2
  • Top Carriers
    Greyhound Lines

Bus Station Information for Annapolis, MD

Annapolis

Curbside Stop, use arrow keys or tab to explore more about this bus station

Annapolis, MD 021401

Curbside Stop
Address
80 West Street 
Annapolis, MD 021401
Phone Number
(858) 800-8898
More Detailsabout Annapolis Curbside Stop

City InformationforWinter Haven, FL

Hop on a bus to Winter Haven, FL, and unlock a world of warm relaxation and vibrant entertainment. Tucked between glittering lakes, this sunlit gem is known for its rich history and scenic beauty, promising diversions for explorers of every stripe. First stop? Legoland Florida Resort, where you can unleash your inner child across a dazzling array of rides and displays, all built from those beloved bricks.

Fancy a musical detour? The historic Ritz Theatre offers an eclectic mix of performances, from live concerts to captivating plays. Paddleboarding or fishing in its serene waters lets you soak in the town’s natural beauty, while the majestic Bok Tower Gardens awaits with melodic carillon notes hanging in the air.

After a day of adventures, wander through quaint downtown Winter Haven where local cafes and boutiques exude inviting charm. Whether you're catching serenades of birds or indulging in the artistic flare scattered about, this delightful town brings an ideal mix of action and relaxation, all just a scenic bus ride away.

City InformationforAnnapolis, MD

Set sail for Annapolis, MD, where the charm of maritime history is alive and well! Not just a port town, Annapolis is a treasure trove of experiences waiting on the other end of your bus to Annapolis, MD. Start your adventure by wandering through the cobblestone streets of its charming Historic District. Here, colonial buildings and navy pride blend beautifully with local art galleries and quirky shops.

At the United States Naval Academy, you can immerse yourself in naval grandeur and learn a bit about those budding admirals. If you're more inclined toward the arts, the city offers venues like the Maryland Hall for the Creative Arts, perfect for catching a live performance or enjoying an exhibit. On a sunny day, hop on one of the many boat tours for an unforgettable Bay view – don’t forget your captain’s hat!

End your day sampling some crabcakes at a local eatery, savoring Chesapeake Bay flavors that truly capture the town's spirit. So grab your itinerary, hop on a bus, and let the sea breezes guide your journey in Annapolis.

Frequently Asked Questions about the Bus Ride

Looking to catch a bus from Winter Haven to Annapolis? Trailways has 2 Annapolis-Winter Haven trips starting at $301.37. Purchase Annapolis bus tickets now.