Family

Siesta Key’s sand is almost pure quartz rather than crushed shell, which makes it startlingly white and - the part that matters with children - cool enough to walk on barefoot at midday in summer when every other beach is unbearable. The Gulf here shelves very gradually and is usually flat, so small kids can wade a long way safely. The main public beach has a large free lot, lifeguards, a playground, concessions and shaded pavilions. The lot fills by mid-morning in season and the overflow parking is a walk.

Silver Springs invented the glass-bottom boat, and the tour still works exactly as advertised: you look straight down through eighty feet of clear water at the spring vents and the fish stacked over them. The other reason to come is stranger. Rhesus macaques released here in the 1930s established a wild population along the river, and paddlers see them in the trees regularly. Kayak and canoe rentals are on site. There is no swimming at Silver Springs, which surprises families expecting another spring basin - come for the boats and the paddling.

Sombrero is the middle Keys’ family beach and it is free, which in this stretch of Florida is worth saying twice. The sand is soft, the water stays shallow a long way out, and unlike most Keys beaches there are mature palms giving genuine shade over the picnic tables. There is a playground, clean restrooms and a volleyball court. Loggerhead turtles nest along here in summer, and marked nests appear on the sand. It is a good midpoint stop breaking up the drive between Key Largo and Key West.

The rock jetties at St. Andrews create a protected pool on the Gulf side where the water stays flat when the open beach is rough, and it holds fish - sheepshead, spadefish, small rays - close enough in that a child in a mask can see them standing chest-deep. That combination is uncommon on the Panhandle, where most beaches are beautiful but empty of anything to look at underwater. There is a second calmer beach on the lagoon side for younger kids, plus a campground, and a shuttle runs across to undeveloped Shell Island in season.

The eastern end of St. George Island is state park, which means nine miles of dune and beach with no buildings at all. Walk ten minutes from the parking area and you will have sand to yourself even in July, which is the opposite of most Florida beaches in summer. The Gulf side has gentle surf; the bay side is flat and warm and better for toddlers. Shelling is very good, particularly after a storm. Facilities are limited to a few pavilions and restrooms, and the nearest shop is back across the bridge, so this is a pack-everything destination.

Sun Bay is a public balneario, which means facilities - restrooms, showers, shelters, a large parking area - attached to a beach that on most days is close to empty. The bay is broad and shallow with very little wave action, so it suits small children, and the sand runs for over a mile so you can always walk away from whoever else is there. Vieques’s free-roaming horses graze the grass behind the beach and wander onto the sand, which is one of those things children do not forget. Camping is permitted with a permit. It is the easiest beach on the island to reach with a hire car.

Crystal River is the one place in the country with a sanctioned wild-manatee swim, and Three Sisters is its centre - a group of springs inside a refuge where the animals shelter through winter. There are two completely different visits here. The boardwalk looks down into the springs, costs a few dollars, needs no booking and works at any age. The in-water version goes through a licensed operator who briefs you on passive observation rules, and has a realistic minimum around age six because it means floating quietly in a wetsuit for an hour. Manatee numbers peak on the coldest mornings, which is also when the water outside the springs is least pleasant.

Torreya sits on high bluffs above the Apalachicola, and the trails climb and drop through ravines that hold plant communities more typical of the Appalachians than the Gulf coast, including the endangered Torreya tree the park is named for. The loop trail has genuine elevation gain, which makes it the closest thing to real hiking in the state and a good choice for older children who find flat Florida trails dull. The Gregory House, an 1849 plantation house moved across the river piece by piece, sits on the bluff edge and is open for guided tours on a fixed schedule - once a day midweek, twice at weekends - so check the times before building a day around it. The trails reopened after Hurricane Michael flattened much of the canopy in 2018, and the regrowth is visible along them. It is remote; bring what you need.

Trunk Bay is the beach that appears on every US Virgin Islands poster, and unusually it earns it. The underwater trail is the reason to bring children: a marked route over the reef with plaques anchored to the seabed naming the corals and fish as you pass, in water shallow and calm enough that a competent young swimmer can follow it without stress. Facilities are unusually good for the national park - showers, restrooms, snorkel rental, a snack bar. It is the busiest beach on St. John, so cruise ship days are worth avoiding entirely; check the Charlotte Amalie schedule before choosing your day.

Weeki Wachee is a genuine piece of old Florida that never stopped operating: performers breathe from hidden air hoses in a theatre built into the side of the spring, and the show has run since 1947. Around it the park has added Buccaneer Bay, a small water park fed directly by the spring, which is the coldest and clearest water park water your kids will ever complain about. The paddling run downriver is separate, launches on a strict timed permit system, and books out well ahead in summer. Capacity closes the park entirely on busy days, sometimes before 10am.

Wekiwa is the closest real spring to Orlando, which is both its appeal and its problem - it regularly hits capacity and closes the gate by mid-morning on summer weekends. The swimming basin is large, has a shallow shelf for small children and a deeper end with a dock, and the water sits at 72 degrees. Canoe and kayak rentals launch onto the Wekiva River, a slow blackwater run where alligators and otters are both common sights. It makes a genuine alternative to a theme park day for families already in Orlando.

This is an old quarry where Flagler’s crews cut building stone out of an ancient reef, and the saw marks left behind sliced clean through fossil coral. The result is a set of stone corridors where you can walk up and put your hand on a brain coral that was alive when the sea was higher and this was underwater. It takes about an hour, is entirely shaded, and is the best rainy-hour option in the upper Keys. Children who like dinosaurs tend to like this a great deal. Hours are limited and it closes some days of the week, so check before driving out.

A 47-foot gaff-rigged Hudson River ferry sloop commissioned by Pete Seeger in 1978, crewed entirely by volunteers, running free evening sails on the Hudson out of the park beside Beacon’s Metro-North station. There is never a charge to sail aboard the Woody Guthrie, though donations are invited, and no sailing experience is needed. A different volunteer captain takes her out each weeknight, and reservations are made by phone. The club also puts on three free festivals a year with music and kids activities on the same waterfront.

Kona’s longest-running sailing catamaran, a custom 36-foot boat that is 22 feet across, with a wide forward trampoline kids end up sprawled on for most of the trip. The sail runs up the Kona coast to Pawai Bay for snorkeling and a light lunch, then back under sail. Capacity is 24 but they usually carry fewer, so it does not feel like a party boat. The minimum age is 7 on the snorkel, manta and whale trips; the sunset cruise is adults only.

Waikiki’s longest-running catamaran, sailing since 1977 and launching straight off the sand in front of Duke’s, between the Royal Hawaiian and the Outrigger Waikiki. The day sail is a single hour out toward Diamond Head and back under sail, which is about the right length for small children and costs less than most Hawaii activities. There is no minimum age and boarding is a walk down the beach rather than a harbor check-in, so it works as a spur-of-the-moment outing on a beach day. This is the cheapest way to get a family onto a sailboat in Hawaii.

A 44-foot catamaran that launches off the sand behind the Sheraton Waikiki and sails the water directly in front of Waikiki with Diamond Head off the stern. The operator’s own description is that the wind and waves are the engine, and it has a reputation among Waikiki boats for actually hoisting sail. The 11am and 1pm Tradewind sails are the family slot and the cheapest; the later afternoon and sunset departures are built around an open bar and cost more. Children under 3 sail free and there is a child rate through age 12.

A genuine Hawaiian sailing outrigger canoe launched straight off Polo Beach in Wailea, with groups capped at eight people. The family helps push the canoe out through the shore break, which kids love, and then the sail goes up for a run along the Wailea coast. The crew teach traditional navigation and paddling along the way, and there is a snorkel stop where green sea turtles are common. It is the smallest and most hands-on sailing trip on Maui, and the closest thing to sailing the way Hawaiians actually did it.

A walk-up livery on Main Street in Lake Placid village renting small sailboats by the hour on Mirror Lake, alongside kayaks, canoes, rowboats, paddle boats, hydro bikes and paddleboards. Mirror Lake bans gas motors, so the water is calm, small and hemmed in by the village, which makes it about as low-stakes a place as exists in the Adirondacks to take a sailboat out on your own. No reservations are needed and no instruction is offered, so this one is for families who already know how to sail. Open daily from ice-out until mid-October.

An ASA certified captain running crewed cruises and learn-to-sail sessions on an O’Day 23 out of the Saranac Lake Marina, carrying up to four passengers plus crew. The published minimum is age 6 and completion of first grade, which is unusually specific and unusually young for a charter. Lessons pair a shore-side safety briefing with hands-on time at the helm, and younger kids can be put on a Sunfish to sail solo or crewed. For a family of four the group rate works out to fifty dollars each for two hours, which makes this one of the cheaper ways into sailing in the Adirondacks.

Performance sailing catamarans out of Maalaea Harbor that make a point of actually sailing rather than motoring, which is unusual among Maui day boats. Trips run to Molokini, the Lanai coast, or Coral Gardens for snorkeling, and the shorter West Maui and Coral Gardens sails are the easiest sell for younger kids. The boats carry between 25 and 49 guests, small enough that children can sit up on the trampolines between the hulls and watch the water go by underneath. Sail Maui also departs from Lahaina Harbor during daylight hours, though sunset departures run from Maalaea only while Lahaina Harbor lighting is still being restored.