Sample itineraries
Florida weekend itineraries
Three sample weekends for a birthday or a girls' trip. Use them as they are, or as a starting point.
Tampa Bay
- Day 1: check in, walk the Tampa Riverwalk and have a group dinner.
- Day 2: a Gulf beach day at Clearwater or St. Pete Beach, then a night out in Ybor City, Tampa's historic nightlife district.
- Day 3: a slow brunch before heading home.
Orlando
- Day 1: arrive at a rental house with a pool and order in.
- Day 2: a theme park day. Buy tickets ahead and pick one park, not three.
- Day 3: pool day and a dinner out to celebrate.
Key West
- Getting there: drive down the Overseas Highway from Miami, or fly in.
- Day 1: settle in, then watch the sunset at Mallory Square.
- Day 2: a boat or snorkel trip in the morning, then Duval Street at night.
- Day 3: breakfast, a last swim and the drive back.
Tips for any weekend
- Book the stay and any boat first.
- Leave a rest window every afternoon.
- Plan rides for every night out.
Quick answers
Can you plan a weekend somewhere else in Florida?
Yes. These are examples. We plan across Florida, and nationwide on request.
Can you book everything in the itinerary?
We can handle the stay, the dinners, boats and the extras. Tell us what you want covered.
Want us to plan it?
Send the occasion, the date and the city with the form on the home page. A planner replies with ideas and a custom quote.