Destination Guides
Boca Grande with Your Family: A Complete Guide to Gasparilla Island
Beaches with no high-rises, an island with no streetlights, and the deepest tarpon pass in Florida. Here is how a family actually does Boca Grande.
The Journal
Guides, Trip Notes & Hosting Lessons
Practical guidance on Southwest Florida beaches, the Smokies, boats and toys, and booking a family stay the smart way — written by the team that has hosted families since 2007.
Destination Guides
Booking Smarter
Things to Do
Rentals & Toys
Hosting Notes
Destination Guides
Vero Beach with Kids: The Orchid Island Guide We Give Our Own Guests
Vero Beach is the Florida coast without the theme-park gravity. Here's the Orchid Island week we plan for families staying at our own house.
Booking Smarter
Booking Direct vs Airbnb and VRBO: An Honest Breakdown From the Other Side
We list on Airbnb and VRBO and we take direct bookings. Here is the honest version of what changes, including when the platform is genuinely the bett…
Things to Do
Tarpon Fishing in Boca Grande Pass: Season, Rules, and How Families Book a Charter
The Tarpon Capital of the World is an 80-foot-deep pass twenty minutes from our door. Here's the season, the law, and the honest truth about bringing…
Destination Guides
Port Charlotte, Placida and Cape Haze: The Mainland Side Nobody Writes About
Everyone writes about the islands. The mainland is where families actually stay, eat, launch boats, and get more house for the money. Here's what's t…
Booking Smarter
How to Book a Florida Vacation During Hurricane Season Without Losing Your Money
Hurricane season is six months long and it is also the cheapest half of the Florida year. Here is how to take the discount without taking the risk.
Destination Guides
Myakka River State Park: Alligators, the Canopy Walk, and Whether to Book the Airboat
One of Florida's biggest state parks has a swinging bridge in the treetops, a lake full of alligators you view from a boat, and almost no crowds. Her…
Rentals & Toys
How to Rent a Boat in Southwest Florida (Without Wrecking the Day)
Anyone born on or after January 1, 1988 needs a boating safety card to run a rental here. That's the first of about six things nobody tells you until…
Booking Smarter
What 'Pet-Friendly' Actually Means When You Book a Vacation Rental
"Pet-friendly" is a filter checkbox, not a policy. Here's what to confirm in writing before you drive eleven hours with a dog in the back.
Rentals & Toys
Florida Golf Cart Rules for Visitors: Who Can Drive, and Where
Since 2023, your 14-year-old can't drive the cart. That's one of several rules families break every week without knowing — and the rest change by cit…
Rentals & Toys
Renting an RV in Florida: What First-Timers Get Wrong
Peer-to-peer RV rental turned every driveway into a rental lot. Here's how it works, what it really costs, and the honest case for not doing it.
Rentals & Toys
Renting a Jet Ski in Florida: The Rules Families Break Without Knowing
No one under 14 may operate a jet ski in Florida under any circumstances — not even with a parent aboard. That surprises a family at a rental dock ev…
Destination Guides
Pigeon Forge and the Great Smoky Mountains: A Family Guide That Admits the Trade-offs
Two things share one road here: the most-visited national park in America, and a strip of go-karts. Here's how to get both without hating either.
Hosting Notes
Eighteen Years of Hosting Families: What We Actually Learned
Since 2007. Five homes. Here's what eighteen years of hosting families actually taught us — including the parts that cost us money to learn.
Only 5 Exclusive Properties
Reading Is the Easy Part
Five exclusive homes. Pick your dates and let our team handle the rest.