✈️ Flight Guide: Boston (BOS) → Fort Myers (RSW)

In October, the quickest ways to reach Boston Logan International (BOS) from downtown Boston are the MBTA Blue Line combined with the free Massport shuttle or a rideshare/taxi directly to terminals. Traffic is generally lighter than summer but can increase during Patriots game weekends and fall festivals, so allow extra time. For budget-minded travelers, the Logan Express buses from Cambridge and Braintree offer reliable parking-to-terminal options.

October typically sees stable TSA staffing at Boston Logan International (BOS), though increased passenger volumes during Columbus Day and fall college football weekends can lengthen lines. Use TSA PreCheck and arrive 90 minutes before domestic departures to minimize stress, or check live TSA wait times through the Massport app. Airlines sometimes add extra staff for holiday-adjacent peaks, so check your carrier's guidance before travel.

Boston Logan International (BOS) provides parking garages at all terminals plus economy and Logan Express shuttle lots; in October, mid-week parking rates and availability are better than summer but can fill on long weekends. For the best value, reserve parking online in advance or consider off-site lots with shuttle service from nearby neighborhoods like Revere and East Boston. Always permit extra time for shuttle transfers during peak morning hours.

In October, major carriers such as JetBlue, American Airlines, and Delta commonly operate seasonal or year-round nonstop flights between Boston Logan International (BOS) and Southwest Florida International (RSW). Flight frequency increases in fall as travelers seek Florida beaches and warmer weather, so check airline schedules for exact days and times. Use fare alerts to capture promotional fares during shoulder-season sales.

As of October, there are no routine federal COVID-19 testing or quarantine requirements for domestic travelers at Boston Logan International (BOS), but airlines and destinations may have specific policies, so review both your carrier and Southwest Florida International (RSW) guidance before departure. Mask policies vary by airline and airport concessionaires, so bring a mask and check the carrier's latest health advisory. For international or multi-leg itineraries, confirm entry rules for all connecting destinations.

Flights to Southwest Florida International (RSW) typically depart from Terminals B or C at Boston Logan International (BOS) depending on the carrier; check your ticket for terminal details. Lounges such as Delta Sky Club and premium partner lounges in these terminals provide comfortable pre-flight amenities—consider day passes if you don't hold elite status. Arrive early to enjoy dining options like legal seafood or grab-and-go spots near your gate.

Arrivals at Southwest Florida International (RSW) in October typically experience pleasant weather—warm days and lower hurricane risk compared to late summer—making it a popular month for beachgoers. Baggage claim and taxi/shuttle areas are generally efficient, though wait times can increase during seasonal tourist surges and Columbus Day weekend. Nearby destinations served from RSW include Fort Myers, Naples, Cape Coral, Sanibel Island, and Marco Island, so plan ground transportation in advance.

From Southwest Florida International (RSW), travelers can choose rental cars, shuttle services, rideshares, or regional buses to reach Naples, which is roughly a 45–60 minute drive depending on traffic. October usually offers smooth driving conditions with moderate tourist traffic; pre-booking shared shuttles or private transfers ensures timely arrival at beachfront hotels. Rental car counters are on-site at RSW, and booking ahead can secure preferred vehicle types for island excursions to Sanibel or Captiva.

October arrivals at Southwest Florida International (RSW) should monitor local public health advisories, though there are typically no mandatory COVID-19 testing or quarantine rules for domestic arrivals. Florida's health guidance may change for events or outbreaks, so verify local county advisories for Lee County before travel. Travelers with specific health concerns should consult their airline and the RSW website for the latest passenger advisories.

Southwest Florida International (RSW) offers family-friendly amenities such as nursing rooms, stroller rentals via rental car services, family restrooms, and a range of dining options suitable for children. October's mild weather is ideal for quick transfers to nearby beaches and attractions like the Edison & Ford Winter Estates in Fort Myers. For convenience, book shuttle transfers or car seats in advance when traveling with young children.

In October, hotel rates near Southwest Florida International (RSW) often dip compared with peak winter season; search aggregator sites, sign up for hotel newsletters, and use flexible dates to find discounts. Consider hotels in Fort Myers, Cape Coral, and Naples for a wider range of rates and beach access. Booking refundable options and leveraging rewards programs can provide savings and flexibility for October travel plans.