A month somewhere warm from Boston
Trade a month of winter for somewhere warm. Fares from Boston for 28–31 nights from January through March.
Saved round trips for 28–31 nights, entirely within Jan, Feb, Mar.
Cheapest right now: Miami $247 · West Palm Beach $283 · Sarasota $287
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Fares observed October 11 – 13, 2026. USD for the travelers shown. Search a trip for current prices.
Where to go from Boston
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.
| Destination | Why go | Axel | Dates | |
|---|---|---|---|---|
| Tampa (TPA) | St. Pete and Clearwater's Gulf beaches, plus Yankees, Phillies and Blue Jays spring training | $293 (airline $308) | Jan 4–Feb 2, 2027 | Check prices |
| Fort Myers (RSW) | Fort Myers Beach, Sanibel and Naples, with Red Sox and Twins spring training in Fort Myers | $310 (airline $328) | Jan 4–Feb 2, 2027 | Check prices |
| Sarasota (SRQ) | Siesta Key and Lido Key beaches, Sarasota's arts scene and Orioles spring training | $287 (airline $303) | Jan 4–Feb 2, 2027 | Check prices |
| West Palm Beach (PBI) | Palm Beach, Delray Beach and Jupiter, with spring training for four teams nearby | $283 (airline $298) | Jan 4–Feb 2, 2027 | Check prices |
| Miami (MIA) | Miami Beach, Coconut Grove and Key Biscayne, warm through the whole winter | $247 (airline $261) | Jan 4–Feb 2, 2027 | Check prices |
| Phoenix (PHX) | Scottsdale and Mesa's desert sun, with 15 teams' Cactus League games from February 19 | $345 (airline $363) | Jan 4–Feb 2, 2027 | Check prices |
| Tucson (TUS) | Tucson's Catalina Foothills and Saguaro National Park, with dry, sunny winter days | $358 (airline $377) | Feb 1–Mar 3, 2027 | Check prices |
| Palm Springs (PSP) | Palm Springs and Palm Desert: pools, mid-century homes and desert golf all winter | $409 (airline $431) | Jan 4–Feb 2, 2027 | Check prices |
| Oahu / Honolulu (HNL) | Oahu for a month: Waikiki, Kailua's beach and the North Shore's winter surf season | $592 (airline $626) | Jan 4–Feb 2, 2027 | Check prices |
| Big Island / Kona (KOA) | The Big Island's dry Kona coast, with snorkeling, coffee farms and winter humpback whales | $621 (airline $656) | Jan 4–Feb 2, 2027 | Check prices |
| Puerto Vallarta (PVR) | Puerto Vallarta's Zona Romántica and Marina, a longtime winter base for Americans and Canadians | $568 (airline $600) | Feb 1–Mar 3, 2027 | Check prices |
| Merida (MID) | Mérida's colonial Centro and Paseo de Montejo, with cenotes and Progreso's beach nearby | $599 (airline $633) | Feb 1–Mar 3, 2027 | Check prices |
| Los Cabos (SJD) | Los Cabos and Todos Santos, dry desert sun and whale watching through the winter | $451 (airline $476) | Feb 1–Mar 3, 2027 | Check prices |
| Cancun (CUN) | Playa del Carmen and Tulum on the Riviera Maya, easy monthly rentals near the beach | $362 (airline $383) | Jan 4–Feb 2, 2027 | Check prices |
| San Jose (SJO) | Costa Rica's Central Valley, around Escazú and Atenas, spring-like all year | $367 (airline $387) | Feb 1–Mar 3, 2027 | Check prices |
| Guanacaste (LIR) | Guanacaste's Tamarindo and Nosara in the dry season, which runs through the winter | $409 (airline $431) | Jan 4–Feb 2, 2027 | Check prices |
| Panama City (PTY) | Panama City's Casco Viejo and Pacific beach towns like Coronado, with the US dollar as currency | $564 (airline $594) | Jan 4–Feb 2, 2027 | Check prices |
| Medellin (MDE) | Medellín's El Poblado and Laureles, a remote-worker favorite with spring-like weather | $446 (airline $472) | Feb 1–Mar 3, 2027 | Check prices |
| Lisbon (LIS) | Lisbon's Alfama and Príncipe Real, with mild winters and Cascais' beaches by train | $623 (airline $659) | Feb 1–Mar 3, 2027 | Check prices |
| Malaga (AGP) | Málaga's old town and the Costa del Sol, from Nerja to Marbella, sunny most winter days | $571 (airline $604) | Jan 4–Feb 2, 2027 | Check prices |
| Las Palmas (LPA) | Las Palmas on Gran Canaria: Las Canteras beach and a busy coworking scene | $778 (airline $823) | Jan 4–Feb 2, 2027 | Check prices |
| Tenerife (TFS) | Tenerife's sunny south coast, Los Cristianos and Costa Adeje, warm right through winter | $809 (airline $856) | Mar 1–30, 2027 | Check prices |
| Chiang Mai (CNX) | Chiang Mai's Nimman and Old City in the cool, dry season, with coworking cafés everywhere | $934 (airline $987) | Feb 1–Mar 3, 2027 | Check prices |
| Denpasar (DPS) | Canggu and Ubud's monthly villa rentals; January and February are Bali's rainy season | $1,026 (airline $1,082) | Feb 1–Mar 3, 2027 | Check 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
Keep exploring
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 Boston. Month-long winter stays from Boston for snowbirds, retirees and remote workers: Florida, Arizona, Hawaii, Mexico, Costa Rica, Medellín, Lisbon, the Canary Islands and more, with fares for 28–31 nights from January through March.
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