Dog Travel
Driving to Anna Maria Island With a Dog: Road Breaks and Arrival
The drive to Anna Maria Island sets the tone for your week. Plan rest stops, time your arrival and make the first evening calm for your dog.
Stay guides
Stay Guides for Your Week in Holmes Beach
Each guide takes one part of planning a week at the Sandbox, a two-bedroom cottage one house off the beach in Holmes Beach, and walks through it with the details that matter.
Traveling with your dog
Island how-to
Island how-to
Beach Volleyball and Pickleball on Anna Maria Island: Where to Play
We could not confirm an island volleyball tournament, but there are courts: open-play sand volleyball at two county beach parks, and pickleball in Holmes Beach. Here is where to find a game and the rules that come with each place.
Island how-to
Kite Flying on Anna Maria Island: Where It Fits and What the Rules Say
We could not find an organizer for an island kite festival, but a kite is one of the easiest things to pack for a beach week. This is where one fits, what the county's rules ask of you, and how to share the sand.
Holmes Beach, Anna Maria Island
Plan your stay
Stays are 7 nights or longer. See which weeks are open, or send us your dates and we’ll help you plan.