From art festivals to seaside fairs and wildlife celebrations — January in Southwest Florida brings sunshine, community events, and fun for all ages. Whether you’re planning family outings, weekend plans, or showcasing local culture to visitors and clients, here are the can’t-miss happenings.

Naples & Olde Naples

• Naples New Year's Art [...]

SOUTHWEST FLORIDA MARKET PERSPECTIVE

November posted 1,433 closed sales, up 17% from last year, continuing a trend that emerged in June when monthly closed sales began to outpace the same month in 2024. This trend brought year-to-date sales through November level with 2024 at [...]

Southwest Florida lights up in December with holiday parades, boat cruises, strolls under twinkling lights — and something for everyone, whether you’re local or visiting. Below is a curated list of major events across Naples, Marco Island, Bonita Springs, Fort Myers and [...]

TL;DR

Sales on Gulf Shore Blvd North are improving, with September closings up 67% year-over-year. Inventory has increased 34%, giving buyers more options and time to decide. Sellers benefit from listing early and pricing strategically as months of supply rises to 10.75. John R. Wood Christie’s remains the top brokerage in Southwest Florida [...]

Southwest Florida Events & Festivals Guide

Looking for events in Southwest Florida this November?
Here are the top family-friendly, outdoor, arts, and holiday events happening across Naples, Fort Myers, Sanibel, Estero, Cape Coral & Punta Gorda.

Events and Festivals

The Fair at Fenway South | Fort Myers | October 31- November 16
An annual fair featuring rides, live entertainment, and fair food favorites. It begins in late October and continues into [...]

Compared to last year, closed sales for September were up 11.4%, with 1,642 sales reported. This brought year-to-date sales to 17,409, down 3.5% from the same period last year. Over the preceding three years, year-to-date sales through September posted year-over-year declines of 28%, 14%, and 8%, respectively. With August sales up and the [...]

With pleasant temperatures, plenty of sunshine, fall festivals, and fun Halloween events, October is a wonderful time for Paradise Coast events. This month's events also include live entertainment, an outstanding boat show, and a very special opening night for the Naples International Film [...]

Shopping for a Southwest Florida home this fall? Start by diving into the data. You'll find a summary of our Monthly Market Report here each month, and further details in the full report. Our real estate agents have the latest details in our Southwest Florida Market Report for August 2025.

Southwest Florida Market Report: August 2025

Southwest [...]

Sanibel Island is one of the most peaceful, scenic places on the Paradise Coast, with natural beauty waiting for you around every corner. There are so many great places to see local plants, wildlife, and ecology around Sanibel, whether you choose your own adventure on the nature trails or take an expert guided tour to see the [...]

Marco Island is a beautiful place to spend time outdoors during the fall, with fantastic weather, stunning scenery, and tons of different outdoor activities for you to enjoy. Whether you're in the mood for a shelling stroll on the beach, an eco-tour to fascinating natural spaces, or a round of golf surrounded by gorgeous scenery, there's [...]