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Road trip

Orlando to Anna Maria Island

Nothing on this 7 mile island stands taller than 40ft. Park the hire car about 2 hours 30 from Orlando, hand yourself over to a free trolley that runs end to end, and spend your days somewhere without a single chain hotel on it.

Last updated

Image: Fred Hsu on en.wikipedia, CC BY-SA 3.0

01

Three villages on one small island

Scale is the point of the place, and you feel it before you have parked. Anna Maria Island runs 7 miles from Bean Point in the north to Coquina Beach in the south, and nowhere on it is more than half a mile wide. A 40ft height limit has been in force for decades, so what you see against the sky is palm trees and clapboard cottages rather than the condominium walls that line most of this coast.

Three separate towns share those 7 miles and they do not feel alike. Anna Maria at the north end is the quietest and the prettiest, with the City Pier, Bean Point and streets of pastel cottages. Holmes Beach in the middle holds most of the shops, the supermarket and the widest sand. Bradenton Beach at the south end is the liveliest, with the historic bridge street, a fishing pier and the cheapest food.

Getting about without the car is genuinely possible here, which is rare enough in Florida to be worth the trip on its own. A free trolley runs the length of the island every 20 minutes from early morning until late evening and stops anywhere you flag it down. Families staying two nights routinely park on arrival and never touch the keys again.

Drive time from Orlando is about 2 hours 30 for 135 miles, with no tolls on the direct route. That makes it a viable long day trip and a much better overnight. The last 20 minutes, over the Palma Sola causeway with water on both sides, is the stretch that tells everyone in the car that the holiday has changed gear.

Say plainly what the island does not have and nobody arrives disappointed. There are no high rise hotels, no waterparks, no big resort complexes and very little in the way of nightlife. Anna Maria trades on a slower version of Florida, and families expecting a resort strip like Fort Myers Beach or Clearwater sometimes look puzzled for an hour before they settle into it.

03

When to go, and how busy it gets

March is the month to avoid unless you have no choice. American spring break fills this island completely, parking becomes impossible by nine in the morning, and the bridge onto the island backs up at both ends of the day. Rates peak in the same weeks.

Late April to early June is the best window by some distance. The water has warmed past 25 degrees, the spring break crowds have gone, the summer storms have not started and the evenings are long. Hotel rates fall noticeably from the second week of April.

Summer here is hot and wet and quiet, which suits some families very well indeed. Afternoon thunderstorms are near daily from mid June to mid September, the Gulf sits near 30 degrees, and prices are at their lowest of the year. Storms usually clear within an hour, and the sunsets that follow them are the best you will see here.

Autumn is the gamble. October and November bring beautiful weather, empty beaches and low prices, and they also sit at the tail of hurricane season. Insurance that covers weather disruption is worth having for a trip planned in those months.

Sunset is a fixed appointment on this island, and the whole west side turns out for it. Bean Point at the north tip looks out over the mouth of Tampa Bay towards Egmont Key, and that is the view people are still describing when they get home. Arrive 40 minutes early in season if you want to park anywhere near it.

04

What to do when you get there

Nothing on this island takes long to reach. The trolley connects all of it, the whole length is a 20 minute drive end to end, and most families find they do three or four of these in a single unhurried day.

Bean Point

The northern tip where the Gulf meets Tampa Bay, reached on foot through a gap between houses. No facilities, no lifeguards, no parking to speak of, and the best sunset on the island. Walk or take the trolley.

The free trolley

Runs the length of the island every 20 minutes from early until late, free to everyone, and stops on request. It is the single best thing about staying here and it removes the parking problem entirely.

Bridge Street, Bradenton Beach

A short historic street of bars, shops and casual restaurants running down to a fishing pier over the bay. The liveliest few hundred yards on the island and the best value eating.

Coquina Beach

The southern end, backed by Australian pines that give real shade, with free parking, lifeguards and a wide flat beach. The most family friendly stretch and the easiest one to arrive at late.

Rod and Reel Pier

A wooden pier and cafe on the north east shore, built in 1947, where you eat breakfast over the water and watch pelicans work the pilings. Small, busy and worth the wait for a table.

Egmont Key by boat

Ferries and charters run from the island to an uninhabited key at the mouth of Tampa Bay, with a ruined fort, a working lighthouse and gin clear water. Half a day, and the snorkelling is the best nearby.

05

Stops on the way and detours worth making

Ellenton sits at the I-75 exit ten minutes before the causeway and holds a large outlet centre. It is the obvious stop coming in or going home, and prices on American brands are low enough that plenty of families put a couple of hours there into the plan deliberately.

Bradenton, on the mainland between the interstate and the island, gives you a riverfront walk, a maritime museum with a planetarium, and the De Soto National Memorial marking the 1539 Spanish landing. Half a day if it rains, an hour if it does not.

Longboat Key runs south across a short bridge and is the wealthy, private, very quiet neighbour. Worth the drive for the contrast alone, though there is almost nowhere to stop and very little public beach access.

Sarasota lies 30 minutes south and is the cultural stop of this coast. The Ringling estate holds an art museum, the circus museum and a Venetian gothic mansion on 66 waterfront acres, and it comfortably fills a day. Siesta Key beach, with its famous powder sand, is ten minutes beyond it.

St Petersburg is 45 minutes north over the Skyway bridge and holds the Dali Museum, the largest collection of his work outside Europe. Crossing that bridge, 430ft above the mouth of Tampa Bay, is one of the great drives in Florida and reason enough on its own.

Myakka River State Park inland towards Sarasota is the wildlife half of this region. Airboat tours, a canopy walkway 25ft up in the oaks, and alligators in numbers along the river. About 50 minutes from the island, and best in the dry winter months.

Somewhere to stay along the way

Breaking the drive over two days is usually the difference between a holiday and an endurance test. Check live prices and availability for hotels across Florida.

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07

Parking, costs and the things that catch people out

Parking is this island's one weak point, and the trolley is the answer to it. Free spaces exist at Coquina Beach, Manatee Public Beach and a scattering of small lots, and every one of them fills early in season. Residential streets are heavily signed and the island tows, so read the signs rather than following the car in front of you.

Accommodation here is holiday cottages and small inns rather than hotels, which changes how you book. Many properties let by the week in high season, minimum stays of three to seven nights are common between January and April, and cleaning fees sit outside the nightly rate. Two night stays are far easier to find outside those months.

Restaurants are small and do not swallow large parties easily. Waits of 45 minutes are normal at the popular places on a winter evening, few take bookings, and several close early by British standards. Eating at six rather than eight solves nearly all of it.

Shopping means one supermarket in Holmes Beach and a few convenience shops, all at island prices. Anyone staying in a cottage with a kitchen should do the proper shop at the Publix in Bradenton on the way over, ten minutes before the bridge.

Sea conditions are gentle here compared with the open Gulf beaches further south, which is exactly why the island suits small children. Lifeguards cover Manatee and Coquina beaches only, and the passes at either end of the island run currents strong enough to catch people out. Swim between the flags.

Costs for a day trip are genuinely low. Arrive early enough and there is no parking charge, the trolley is free, and lunch for four on Bridge Street runs to about 60 dollars. Fuel for the round trip is roughly 30 dollars in a mid size car, and there are no tolls at all on the direct route.

08

Doing it in a hire car

Size the car for the boot rather than the seat count, which is the usual Florida advice and applies twice over on a beach trip. Beach kit, a cool box and outlet shopping from Ellenton fill a saloon fast, and the difference in daily rate between a saloon and an SUV is small.

Timing the bridges is the local skill. Two bridges reach the island, at Cortez and Manatee Avenue, and both are drawbridges that open on demand for boats. An opening costs five to ten minutes and there is no way round it, so leave a margin if you are aiming at a restaurant booking or a sunset.

Fuel is cheaper on the mainland and there is very little of it on the island itself. Fill up near the I-75 exit at Ellenton rather than after you cross.

Toll roads do not feature on this route, which is unusual for a Florida drive of this length. The direct run on I-4 and I-75 is free throughout. A transponder is still worth agreeing at the desk if any part of your holiday might take you towards Miami or the Turnpike, because those roads are cashless and the administration fee for a camera billed toll is charged per crossing.

Parking the car for the duration is the move most repeat visitors make. Book somewhere with its own space, unload, and use the trolley for two days. That turns the island's biggest frustration into somebody else's problem, and it is the whole reason people come home describing this trip as restful.

Drawbridge timings deserve one more mention because they catch almost every first time visitor. Neither bridge runs to a published schedule; both open when a tall boat asks, which is most often at weekends and in the couple of hours before sunset. Ten minutes of waiting with the engine off and the windows down is part of the experience rather than a problem, provided you have not left yourself five minutes to reach a table.

09

Common questions

How long is the drive from Orlando?
About 2 hours 30 for 135 miles off peak, using I-4 west and I-75 south. Add half an hour if you cross Tampa at rush hour, and allow for a drawbridge opening at the island end.
Are there tolls?
None on the direct route. I-4, I-75 and the Palma Sola causeway are all free.
Is the trolley really free?
Yes, for everyone, with no ticket. It runs the length of the island roughly every 20 minutes from early morning until late evening and stops on request. It is funded by the county and is the best way to get about here.
Day trip or overnight?
Both work. Five hours of driving makes for a long day but a manageable one, and Coquina Beach is easy to reach and park at. Two nights is better if you want the sunsets and the evenings, which are the best part of the island.
Which end of the island should we stay at?
Anna Maria at the north for quiet and the prettiest streets, Holmes Beach in the middle for the widest sand and the shops, Bradenton Beach at the south for the liveliest evenings and the cheapest food. The trolley connects all three, so the choice matters less than it looks.
Is it good for young children?
Very. The water is shallow and calm, Coquina and Manatee beaches have lifeguards and shade, the trolley amuses most under tens, and the whole island is small enough that nothing is a trek. There is no waterpark and no arcade strip.
Do we need to book restaurants?
Most places do not take bookings, so the tactic is to eat early. Waits of 45 minutes are normal at seven o clock in season, and almost nothing on the island serves late.

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