In November, Boston Logan International Airport (BOS) serves a mix of business and leisure traffic bound for Southwest Florida International Airport (RSW), especially as travelers seek warmer weather in Fort Myers, Naples, and Cape Coral. Expect cooler Boston mornings and a higher chance of weather-related delays earlier in the month; pack warm layers and monitor airline alerts. For departures, book parking or take the MBTA Blue Line + Logan shuttle to skip lot searches; consider off-site economy lots for longer November stays. Popular nearby destinations from BOS for connecting travel include Providence, Worcester, Cambridge, Salem and New Bedford—use multi-stop itineraries to combine trips. Use fare alerts and flexible date searches to capture lower midweek Boston to RSW fares before Thanksgiving surge. CTA: Check live BOS departure boards and set fare alerts now to lock in November deals.
Arriving at Southwest Florida International Airport (RSW) in November offers pleasant weather, thinning hurricane risk, and an influx of seasonal visitors moving south from cities like Boston, Providence, and Worcester. Plan ground transportation ahead: rental cars are the most flexible option for trips to Fort Myers, Naples, Sanibel and Captiva, while rideshare and airport shuttles serve direct drops to hotels. November is a shoulder-to-peak transition month—book accommodations and car rentals in advance, especially for Thanksgiving-week travel. For family-friendly activities, explore the beaches of Sanibel for shelling, take nature tours in the Everglades, or drive to Naples for dining and cultural events. CTA: Reserve a rental car and check hotel best rates for November arrivals to secure the most options.
November marks the start of a bustling season around Southwest Florida International Airport (RSW), with holiday markets, farmers’ markets, art walks, and outdoor festivals in Fort Myers, Naples and nearby Sarasota. Popular November draws often include waterfront farmers’ markets, small-venue music nights, and Thanksgiving-related parades and community dinners in Naples’ 5th Avenue and Fort Myers’ downtown. Nature-based events—bird-watching tours, guided shelling walks on Sanibel, and eco-boat trips—are also popular as wildlife activity increases in mild November weather. Because event schedules vary year-to-year, check local tourism sites for exact dates and book tickets in advance for major Thanksgiving weekend attractions.
The best time to fly BOS→RSW in November is early to mid-November to capitalize on shoulder-season pricing and milder Florida weather before Thanksgiving travel spikes. Avoid the Wednesday–Sunday window around Thanksgiving (late November) when fares and demand surge; instead, travel midweek or earlier in the month for lower prices and less crowded airports. For winter-escape seekers, late November (post-Thanksgiving) can still offer good weather, but expect higher costs. CTA: Compare dates using flexible search tools to find the optimal November travel window from Boston to Fort Myers.
Choosing between nonstop and connecting flights for BOS→RSW in November depends on your priorities: nonstop (when available) saves time and reduces delay risk but can be pricier; connecting flights usually cost less but add travel time and potential connection stress. Common connection hubs for one-stop itineraries include Atlanta (ATL), Charlotte (CLT), Philadelphia (PHL), and Baltimore (BWI). For peak November travel (Thanksgiving), nonstops can sell out—book early or accept a single connection to secure a better fare. CTA: If time is your priority, filter search results for nonstop BOS to RSW flights; if savings matter more, compare one-stop options through ATL or CLT.
Major carriers on the BOS→RSW route in November typically include JetBlue, American Airlines, Delta, Southwest and ultra-low-cost carriers like Spirit on select markets. JetBlue often offers competitive nonstop frequencies from Boston with more legroom in standard economy and free Wi-Fi; American and Delta provide network connectivity for one-stop itineraries via CLT or ATL respectively; Southwest is valued for two free checked bags and flexible change policies but may require connections. Spirit and other ULCCs offer the lowest base fares but charge for seat selection and carry-on/checked baggage. CTA: Compare total trip cost—base fare plus baggage and seat fees—when choosing an airline for November travel from Boston to Fort Myers.
Pack breathable layers for sunny days and cooler early mornings or evenings—November in Fort Myers is warm during the day and mild at night. Remember daylight saving time typically ends in early November; double-check flight times and set devices accordingly. Reserve car rentals and hotels early if traveling around Thanksgiving, and sign up for airline notifications to get real-time flight alerts. Bring sunscreen, a reusable water bottle, comfortable walking shoes for beachcombing and insect repellent for dusk outings. CTA: Create a November travel checklist (documents, meds, rental confirmation) and confirm all reservations 48 hours before departure.
Nonstop flights from Boston Logan International Airport (BOS) to Southwest Florida International Airport (RSW) typically take around 3 hours 5–20 minutes, depending on winds and routing. In November, carriers often operate one to three daily nonstop frequencies on high-demand days; expect additional one-stop options via Atlanta (ATL), Charlotte (CLT), Philadelphia (PHL), or Baltimore (BWI). Keep in mind Boston (Eastern Time) and Fort Myers (Eastern Time) are in the same time zone, so scheduled arrival times reflect actual elapsed time. For the best selection of departure times—early morning or late afternoon—book in advance and check airline timetable pages for November-specific frequencies.
To find cheap November flights from Boston Logan International Airport (BOS) to Southwest Florida International Airport (RSW), be flexible with dates—midweek departures (Tuesday–Wednesday) and early November travel typically offer the best savings. Use fare alerts and compare low-cost carriers (Spirit, Frontier when available) and legacy carriers’ basic economy options. Typical November fares range from about $120 for basic one-stop deals to $350 for flexible, last-minute itineraries. Avoid booking in the two weeks leading up to Thanksgiving unless you need fixed dates. CTA: Set a fare alert for BOS to RSW November and compare cross-carrier prices to capture the best cheap flight.