I bought a trolley ticket (good for 3 days) the first day I was in St. Augustine and rode it around to familarize myself with the city before doing any sightseeing. The trolley is very useful especially if you are staying in downtown St. Augustine as parking is almost impossible to find unless you pay $6+.
If you're looking to hit all of the attractions in town, the many different trolleys are your best bet. The have many different stops and pick up/drop off frequently. At around $18 per person, we decided to skip the ride and hoof it around town since we only had the day to explore. It would have been a lot smarter to just pay the fee and ride comfortably. Instead, the walk left us with a few flip-flop blisters and the thought that we should have just done it.
A familiar sight around town are the little trollies that show people the attractions and sights of America's oldest city St. Augustine, which was founded by Pedro Menendez de Aviles in 1565. The one hour tour on OLD TOWN TROLLEY TOURS features 19 stops where guests can get on and off to shop, dine or sightsee. They cover over 100 points of interest during the tour and your ticket is good for 3 consecutive days.
A good way to get to know the town and to see it is by tourist trains from the company: St. Augustine Sightseeing Trains
167 San Marco Ave., St. Augustine FL 32084
The 'train' makes an eleven km long tour through St. Augustine. There are several stops along the way to get on or out, So take your time.
Tourist Office on 10 Castillo Drive.
One of the better bargains is to use the many different trolleys located in St Augustine. They normally charge 12-15 dollars for a 3 day pass and they go to all the cool places in St Augustine. Plus they give you a history lesson at same time.
We arrived via the sturdy 91 Honda Civic that has driven past St. Augustine some twenty times before deciding to drop on in....;)
It's a relatively small town so you can easily explore it on foot but there is the ubiquitous trolley tour the every quaint town seems to have nowadays. Here it is passing by Flager College which was originally a hotel built in 1888 by Henry Flager.
The most popular ways to see St. Augustine are aboard one of the many trolley tours, by foot or by scenic day cruises. It takes a solid two hours to see the entire city on foot, not taking into account stopping into the exhibits and buildings for tours. On foot is, in my opinion, the best way to see the old city. It is only about 13 square blocks, and most of the historical things are concentrated in a 8 square block area. When you arrive, stop by the visitor information center for a map, free brochures, literature, and discounts on tickets, tours, and museums. The center is open 8 am-5:30 pm and is located at 10 Castillo Dr. 904-461-0119
August and September are good times to visit because they are when St Augustine celebrates its creation with various festivals celebrating the city's rich cultural past.
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