15 Day Trips from Orlando, Priced and Compared

1.Day Trip to Historic St. Augustine from Orlando with Hotel Pickup

★★★★★★★★★★4.5 · 230 reviews · 10 hours (approx.) · from $100Top choice

Ride from select Orlando-area hotels to St. Augustine for about six hours in the walkable historic district. Browse St. George Street, see the Oldest Wooden School House and Castillo de San Marcos, and add a Matanzas Bay cruise or 90-minute trolley tour. Gray Line Orlando provides round-trip transport for groups of up to 14.

“This is my first visit to St. Augustine with my nine-year-old son. It is a beautiful place that you must visit. We had a wonderful experience. (Brad), our driver, made the trip easy, smooth, and comfortable. He is a good driver and friendly. Thank you!”

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2.Clearwater Beach Day Trip from Orlando with Upgrade Options

★★★★★★★★★★4.5 · 126 reviews · 11 hours (approx.) · from $100

Ride from an Orlando-area meeting point to Clearwater Beach for about 6.5 hours of beach time, with optional dolphin, speedboat, pirate-boat, fishing, or aquarium outings. Round-trip transport and a driver-guide are included. Guides have included Maurici, Annetta, Kevin, and Oscar; upgrades and lunch depend on the package you choose.

“100% recommend this trip. Clearwater is one of the best beaches I have visited it is truly stunning. I also recommend the boat with dolphin encounter- it was truly incredible! The dolphins were jumping out of the water and the whole journey was lovely. You get a $20 voucher for the Crabbys restaurant on the dockside and I recommend sitting on the 3rd floor as the views are beautiful! A huge thank you to Oscar he was a great driver, very friendly, offered if you needed the rest room to let him know during the couple of hours ride. Thank you My best excursion yet!”

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3.Day Trip to Clearwater Beach with Options

★★★★★★★★★★4.7 · 83 reviews · 12 hours · from $100

Ride from Orlando to Clearwater Beach with an English-speaking driver-guide, then spend free time by the Gulf and Pier 60. Choose an option with Clearwater Marine Aquarium admission, a pirate cruise, dolphin boat, deep-sea fishing, lunch voucher, Sea Screamer ride, or express bus transport. The drive takes about 2.5 hours each way.

“Relaxing day on the beach. Easy transport pick up and drop off.”

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4.Day Trip to St. Augustine with Hotel Pickup

★★★★★★★★★★4.4 · 81 reviews · 12 hours · from $100

Ride from Orlando to St. Augustine with a driver-guide, then explore the historic district on your own or add a narrated bay cruise, trolley, Colonial Quarter or Pirate & Treasure Museum visit. Guides including Kevin, Ishmael and Gino have shared local history along the way. Expect a long day, with time in town shaped by traffic and your chosen activities.

“Kevin was a great guide and we were picked up from our hotel. The bus was fully booked and it was very squashed. It was great to stop at buccees on the way to and from. I feel like I did not get enough time in St Augustine, we did the fort and the distillery (but did the self tour as we didn’t have time). I understand why we have less time because the traffic back to Orlando is a nightmare! From the centre of St Augustine, it takes around 20-30 minutes to walk bthe pick up area, which took some time out of your day.”

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5.Train Transfer to Miami

★★★★★★★★★★4.9 · 36 reviews · from $52

Brightline’s Orlando to Miami train transfer takes about 3 to 3.5 hours. Board at the airport station and ride in an air-conditioned car with leather seats, Wi-Fi, power and USB outlets, and carry-on storage. Food and drinks are available to buy, or included with Premium, which also includes one checked bag. The train arrives in downtown Miami.

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6.Sea Screamer Boat Cruise in Clearwater Beach with Transport

★★★★★★★★★★4.5 · 34 reviews · 11 hours (approx.) · from $129

Gray Line of Orlando takes you from selected Orlando hotels to Clearwater Beach for five hours of free time, a one-hour Sea Screamer ride, and a stop at Pier 60. Watch for dolphins riding the boat’s wake, then cool off in the Gulf. Lunch is optional; the full day lasts about 11 hours.

“It was a beautiful sunny day. We went out on the boat and traveled fast and slow. We saw alot of dolphins. They had music playing and beverages available for purchase. The driver was informative about the surroundings and kept it light and amusing. I've been on boats my whole life and can tell you the captain was a careful and experienced driver. There was a crew of two others as well. A very enjoyable afternoon. I would do this again and if I could give more than 5 stars I would!”

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7.Daytona Beach Day Trip with Hard Rock Resort Pass & Hotel Pickup

★★★★★★★★★★4.5 · 24 reviews · 9 hours (approx.) · from $119

Ride from select Orlando-area hotels to Daytona Beach in an air-conditioned vehicle, then enjoy about seven hours of free time and access to Hard Rock Daytona Beach Resort. The day lasts about nine hours, with a small group of up to 13. Optional extras include a pontoon ride, lunch vouchers, and a Speedway tour. Mauricio has been praised as a friendly, accommodating driver-guide.

“Very hospitable driver Mauricio. Friendly and accommodating. Even stopped at a wawa before we came back to Orlando. Highly recommended”

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8.Kennedy Space Center Day Trip with Chat with an Astronaut

★★★★★★★★★★4.9 · 23 reviews · 10 hours · from $229

Ride from Orlando, Kissimmee, Disney, or Lake Buena Vista to Kennedy Space Center with a guide, then join a small-group astronaut conversation with snacks and a drink. The day also includes the Shuttle Launch Experience, the Saturn V Center, and a Moon rock. Guide names have included Kevin and Anneta, but assignments vary.

“Une expérience à vivre absolument, Carlos le chauffeur de bus ainsi qu’Anneta le guide ont été vraiment exceptionnels, la rencontre avec l’astronaute restera à jamais gravée dans ma mémoire.”

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9.Daytona Beach with Hard Rock Resort & Pickup

★★★★★★★★★★4.8 · 15 reviews · 9 hours · from $119

Ride from Orlando to Daytona Beach in a small group of up to 13, with hotel pickup in select Central Florida areas. Enjoy open time on the 23-mile shore, stroll the boardwalk and pier, and use Hard Rock Hotel Daytona Beach resort amenities. Your driver-guide, including guides such as Kevin and Mao, shares local context along the way.

“We have had a great day from start to finish. Nothing was too much trouble and our driver Mao was very knowledgeable. Thank you”

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10.NASCAR Daytona 500 at Daytona International Speedway with Transportation

★★★★★★★★★★4.5 · 15 reviews · from $99

Gray Line of Orlando takes you by air-conditioned coach from an Orlando pickup to the Daytona 500 at Daytona International Speedway. Choose transportation only, race seats in Daytona Rising section 116, or seats plus pre-race UNOH Fanzone access. The day starts at 8:00 am and can run long if weather delays the race.

“My overall experience was very good. I was very pleased with everything. The only thing I would have changed would be maybe tickets on the front stretch, that's it.”

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11.Day Trip to Clearwater with Sea Screamer Ride

★★★★★★★★★★4.6 · 14 reviews · from $125

Gray Line of Orlando takes you from a choice of Orlando-area pickup points to Clearwater for a one-hour Sea Screamer ride and free time on the beach. The 72-foot speedboat can reach 35 mph, and dolphins often play in its wake. Guides including Greg and Angelina have led past trips, though your guide may differ.

“Beautiful place, awesome experience, we booked with lunch and it was delicious , highly recommend this trip.”

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12.Clearwater Beach and Marine Aquarium Admission

★★★★★★★★★★5.0 · 7 reviews · from $139Top marks from travellers

Ride from an Orlando-area pickup point to Clearwater Marine Aquarium, known for the story behind *Dolphin Tale*, then make time for Clearwater Beach. You’ll see marine life from underwater viewing platforms, learn about rescue and rehabilitation work, and can swim or relax on the sand. English-speaking guide Mauricio has been praised for being personable and helpful.

“The place is very nice, the experience of meeting winter is wonderful and the rescue work they do in the aquarium.”

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13.Orlando to Miami Shuttle: One-Way Trip

★★★★★★★★★★3.3 · 4 reviews · from $49Lowest price on this list

Gray Line Orlando/Gator Tours runs a one-way, air-conditioned coach shuttle from an Orlando boarding point near Universal to ten drop-off locations around Miami. The evening trip is transportation only, with an English-speaking driver and no tour guide. You bring your own luggage and make your own way to the Orlando depot.

“The electrical outlets on the bus do not work. neither do individual lights. I didn't have the stops... complicated if you want to sleep... the driver spoke English but I had difficulty understanding what he was saying... next time I would take a train or a plane. ..”

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14.Clearwater Beach and Dolphin Cruise Day Trip from Orlando

★★★★★★★★★★5.0 · 4 reviews · 1 day · from $74

Ride from Orlando to Clearwater with a guide-driver, then spend five hours at the Gulf beach. Add an optional one-hour speedboat outing to look for dolphins. Recent guides have included Daniel, Gus, and Jeff, though your guide is not guaranteed. Meals, beach rentals, and other personal costs are extra.

“Daniel was punctual for the pickup, very considerate, and demonstrated excellent driving skills, especially in heavy rain. He also went above and beyond by offering extra help. Truly outstanding service.”

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15.Clearwater Beach, Dolphin Cruise Small Group Max 14 Tour

★★★★★★★★★★4.5 · 4 reviews · 10 hours (approx.) · from $88

Travel from selected Orlando-area pickup points to Clearwater Beach in a group of no more than 14. You get about five hours by the Gulf, with an optional one-hour speedboat dolphin watch. The ride takes roughly 10 hours round trip, and the boat ticket depends on the option you book.

“Great tour! Enjoyed the view and sunshine. Driver was friendly and knowledgeable, safe as well. Definitely recommend this trip.”

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