St. Augustine Day Trip from Orlando with Scenic Cruise

From$119
10 hours
Max 14 people
Commentary: Guide · en
Orlando, USA

About this activity

Enjoy a day in America's oldest town. Walk the streets and cruise along the bay in a comfortable boat. Founded in 1565, St. Augustine is a unique city filled with colonial Spanish neighborhoods, magnificent buildings and a wonderful old-time charm.

Highlights

  • Explore St. Augustine and enjoy a relaxing and scenic cruise through Matanzas Bay
  • Revel in the history and embrace the culture of America's oldest town
  • See the oldest schoolhouse in the United States, along with many more impressive and historic sights
  • Get views of Fort Matanzas and the Lighthouse from the waterway

Full description

Embark on a journey to historic St. Augustine, America’s oldest continuously settled city, with our day trip from Orlando featuring a scenic cruise. Perfect for history buffs and those seeking a relaxing escape, this excursion blends sightseeing, history, and leisure.

Stroll through cobblestone streets lined with quaint cafes, unique shops, and iconic landmarks like the Castillo de San Marcos and Lightner Museum. Enjoy insights from your knowledgeable Driver Guide along the way.

The highlight is a 75-minute narrated Scenic Cruise on Matanzas Bay, offering stunning views of the town's architecture and natural beauty. With round-trip transportation and ample time for dining and exploring, this family-friendly trip invites you to experience the charm and history of St. Augustine at your own pace!
Embark on an unforgettable journey to the heart of history with our St. Augustine Day Trip from Orlando complete with a Scenic Cruise, tailor-made for those who relish exploring new places at a leisurely pace. Perfectly suited for anyone looking for a relaxing day away from the theme parks and history buffs, this day trip offers a delightful mix of relaxation, sightseeing, and a touch of nostalgia. 

Discover the charm of America's oldest continually-settled town, St. Augustine, founded in 1565. Stroll through its cobblestone streets steeped in colonial Spanish heritage, where you'll find quaint cafes and unique shops nestled amidst significant landmarks like the Castillo de San Marcos and the Lightner Museum. 

Our knowledgeable Driver Guide enhances the experience, ensuring you don’t miss a moment of this city’s fascinating history. 

Highlighting the day is the St. Augustine Scenic Cruise, a staple since the 1900s. This one-hour and fifteen-minute narrated tour offers unparalleled views of the majestic Matanzas Bay, showcasing the town’s magnificent architecture and natural beauty from the water. Whether you're keen on capturing the perfect photograph of Fort Matanzas or just soaking in the serene atmosphere, there's something for everyone. 

This family-friendly excursion includes round-trip transportation and a cruise pass, allowing you ample time for dining and shopping in the charming streets. Join us for an experience where history beckons, and every moment promises a new discovery in this enchanting city!

Included / Excluded

  • Round-trip transportation
  • St. Augustine scenic cruise
  • Services of Driver Guide
  • Food and beverages
  • Gratuities

Meeting point

Start Location

Charley's Steak House, Parkway Boulevard, Kissimmee, FL, USA

Important information

Know before you book

  • Wear comfy shoes for walking on cobblestone streets.
  • Plenty of free time to explore St. Augustine's historic district.
  • Boat ride is weather-dependent; alternatives provided if canceled.
  • Tour requires a minimum number of participants to operate.
  • Bring sunscreen and a hat for outdoor activities.

Know before you go

  • Following reservations please contact operator to confirm pick up details
  • Don't forget to bring a camera for photos
  • If the boat ride is canceled, an alternative activity will be provided.

Cancellation policy

Free cancellation up to 24 hours before the activity starts

Up to 24 hours before the beginning of the activity: full refund Less than 24 hours before the beginning of the activity or no-show: no refund

Accessibility

  • Stroller Accessible
  • Infants Required On Laps

Reviews

GetYourGuide
GetYourGuide traveler
Jul 2026
4.0

We enjoyed it but the boat ride took up too much time so in retrospect we would have just visited the Space Centre as we really enjoyed this and were disappointed to have to leave so early.

Google
Sushant Nepal
Jul 2026
5.0

It was an entertaining experience to Clearwater beach with Adam Rubman. He was way before time, took care of everyone, gave much needed information and trust me you won’t get bored on your Journey. Would definitely recommend tour with him and Gray line tours!

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Neeka Koirala
Jul 2026
5.0

Adam Rubman was a wonderful guide for our bus… had so much fun and safe trip to clear water beach and back.. was on time and very friendly and entertaining. Would definitely recommend a tour with him.