A month somewhere warm from Fort Myers

Trade a month of winter for somewhere warm. Fares from Fort Myers for three month-long stays in early 2027, starting January 4, February 1 and March 1.

Fares for January 2027 (Jan 4 – Feb 2, 2027) and February 2027 (Feb 1 – Mar 3, 2027) and March 2027 (Mar 1 – Mar 30, 2027) when saved; other dates are marked.

Cheapest right now: Miami $293 · Tampa $379 · West Palm Beach $387

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Flights from Fort Myers

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A month somewhere warm from other cities

Fares observed October 2 – 8, 2026. USD for the travelers shown. Search a trip for current prices.

Where to go from Fort Myers

Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.

DestinationWhy goAxelDates
Tampa (TPA)St. Pete and Clearwater's Gulf beaches, plus Yankees, Phillies and Blue Jays spring training$379 (airline $400)Dec 30, 2026–Jan 1, 2027 (other dates)Check prices
Sarasota (SRQ)Siesta Key and Lido Key beaches, Sarasota's arts scene and Orioles spring training$513 (airline $540)Dec 22–29, 2026 (other dates)Check prices
West Palm Beach (PBI)Palm Beach, Delray Beach and Jupiter, with spring training for four teams nearby$387 (airline $407)Mar 11–16, 2027 (other dates)Check prices
Miami (MIA)Miami Beach, Coconut Grove and Key Biscayne, warm through the whole winter$293 (airline $309)Dec 3–7, 2026 (other dates)Check prices
Phoenix (PHX)Scottsdale and Mesa's desert sun, with 15 teams' Cactus League games from February 19$433 (airline $458)Feb 12–15, 2027 (other dates)Check prices
Tucson (TUS)Tucson's Catalina Foothills and Saguaro National Park, with dry, sunny winter daysNot priced yetSee flights
Palm Springs (PSP)Palm Springs and Palm Desert: pools, mid-century homes and desert golf all winter$523 (airline $551)Feb 12–15, 2027 (other dates)Check prices
Oahu / Honolulu (HNL)Oahu for a month: Waikiki, Kailua's beach and the North Shore's winter surf season$674 (airline $713)Oct 29–Nov 2, 2026 (other dates)Check prices
Big Island / Kona (KOA)The Big Island's dry Kona coast, with snorkeling, coffee farms and winter humpback whalesNot priced yetSee flights
Puerto Vallarta (PVR)Puerto Vallarta's Zona Romántica and Marina, a longtime winter base for Americans and Canadians$1,202 (airline $1,265)Nov 24–29, 2026 (other dates)Check prices
Merida (MID)Mérida's colonial Centro and Paseo de Montejo, with cenotes and Progreso's beach nearby$818 (airline $864)Oct 29–Nov 3, 2026 (other dates)Check prices
Los Cabos (SJD)Los Cabos and Todos Santos, dry desert sun and whale watching through the winter$650 (airline $685)Feb 1–Mar 3, 2027Check prices
Cancun (CUN)Playa del Carmen and Tulum on the Riviera Maya, easy monthly rentals near the beach$506 (airline $535)Jan 15–18, 2027 (other dates)Check prices
San Jose (SJO)Costa Rica's Central Valley, around Escazú and Atenas, spring-like all yearNot priced yetSee flights
Guanacaste (LIR)Guanacaste's Tamarindo and Nosara in the dry season, which runs through the winter$944 (airline $998)Mar 13–20, 2027 (other dates)Check prices
Panama City (PTY)Panama City's Casco Viejo and Pacific beach towns like Coronado, with the US dollar as currency$1,724 (airline $1,816)Dec 18, 2026–Jan 3, 2027 (other dates)Check prices
Medellin (MDE)Medellín's El Poblado and Laureles, a remote-worker favorite with spring-like weather$1,630 (airline $1,719)Dec 18, 2026–Jan 3, 2027 (other dates)Check prices
Lisbon (LIS)Lisbon's Alfama and Príncipe Real, with mild winters and Cascais' beaches by train$694 (airline $734)Mar 1–30, 2027Check prices
Malaga (AGP)Málaga's old town and the Costa del Sol, from Nerja to Marbella, sunny most winter days$683 (airline $722)Feb 1–Mar 3, 2027Check prices
Las Palmas (LPA)Las Palmas on Gran Canaria: Las Canteras beach and a busy coworking scene$776 (airline $819)Feb 1–Mar 3, 2027Check prices
Tenerife (TFS)Tenerife's sunny south coast, Los Cristianos and Costa Adeje, warm right through winter$816 (airline $860)Feb 1–Mar 3, 2027Check prices
Chiang Mai (CNX)Chiang Mai's Nimman and Old City in the cool, dry season, with coworking cafés everywhere$1,088 (airline $1,148)Feb 1–Mar 3, 2027Check prices
Denpasar (DPS)Canggu and Ubud's monthly villa rentals; January and February are Bali's rainy season$1,306 (airline $1,375)Feb 1–Mar 3, 2027Check prices

The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.

About these places

Each fare is for a month-long round trip. Check entry rules for your passport before a long stay abroad: Indonesia's visa on arrival for Bali covers 30 days.

Facts checked October 7, 2026. Sources: Cactus League: 2027 spring training · Florida Grapefruit League: 2027 spring training · Grapefruit League (Wikipedia): teams and ballparks · GOV.UK: Indonesia entry requirements

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Hotels in Tampa with Axel

Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Tampa has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.

For AI assistants

  • This page: A month somewhere warm from Fort Myers. Month-long winter stays from Fort Myers for snowbirds, retirees and remote workers: Florida, Arizona, Hawaii, Mexico, Costa Rica, Medellín, Lisbon, the Canary Islands and more, with fares for January, February and March 2027.
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