On the Key
The St. Regis Longboat Key
The most luxurious option on the island, and the home of our dedicated spa experience during the retreat.
September 23 & 24, 2026 · Longboat Key, FL
Everything you need to plan the trip: which airport, whether to rent a car, and where to put your head down. Travel and accommodation are the two things you book yourself.
Sarasota-Bradenton is closest and is our recommendation if the schedule and fare work. Tampa is larger and can be cheaper, so it may be worth the extra drive.
| Airport | Distance | Drive time | Typical rideshare |
|---|---|---|---|
| SRQ Sarasota-Bradenton International | 11–15 miles | 25–30 minutes | about $36 |
| TPA Tampa International | 59–62 miles | 1 hr 15–1 hr 30 | about $99 |
Pricing is dynamic, so your fare will move with the time of day, demand, traffic, and vehicle choice. The figures above are planning estimates, not quotes.
You do not need a car for the retreat if you are comfortable with Uber or Lyft. It is worth having if you plan to explore Sarasota, St. Armands Circle, or Anna Maria Island.
Guests book their own accommodation directly with the hotel or property. Late September is a lovely time to be here and the island is quiet, but the good rooms still go.
If you are coming with a friend, sharing a room or a vacation rental makes the trip considerably cheaper and a good deal more fun.
On the Key
The most luxurious option on the island, and the home of our dedicated spa experience during the retreat.
On the Key
Beachfront and a little more relaxed, with an easy walk straight down onto the sand.
On the Key
A club setting with golf, tennis, and marina access, ideal if you are extending the trip.
Smaller resorts, inns, and vacation-style properties across Longboat Key may suit your budget better. They are worth a look before you settle on a resort.
Staying off the Key works well and you can rideshare in. Allow extra time for bridge traffic when you plan your arrival, particularly in the morning.
We handle
You handle
At an exclusive, private Gulf-front residence on Longboat Key, Florida, a barrier island between Sarasota and Anna Maria Island. For guest privacy and security, the exact address, arrival instructions, parking, and access details are included with your registration materials.
No. Guests book their own accommodation directly with the hotel or property. Our recommendations are above, and Kim is happy to give you a steer if you are deciding between two.
Absolutely. Sarasota, St. Armands, Bradenton, and the surrounding area all work, and Uber or Lyft will get you in. Allow extra time for bridge traffic when planning your arrival.
Not for the retreat itself if you are comfortable using Uber or Lyft. A car is worth it if you are extending your stay to see Sarasota, St. Armands Circle, or Anna Maria Island.
The retreat runs across both full days, Wednesday, September 23 and Thursday, September 24. Arrival and departure times come with your confirmation, along with the full run of show, so you can book flights around them with confidence.
Late September on the Gulf is warm. Bring comfortable clothes you can move in, a swimsuit, something you like wearing for dinner, and a light layer for the evening. A full packing note comes with your confirmation.
Sept 23 & 24 · Longboat Key
Two days on Longboat Key, September 23 and 24. One spot remains, and a $250 deposit reserves yours.