While Southwest Airlines is renowned for its extensive network within the United States and its neighboring sunny getaways, you might be wondering if your travel plans can extend further across the Atlantic. Specifically, the question on many travelers’ minds is: Does Southwest Fly To Italy?
The short answer is no, Southwest Airlines does not currently fly to Italy, nor does it serve any destinations in Europe. Southwest’s international routes primarily focus on destinations in Mexico, Central America, and the Caribbean.
However, don’t let that deter your international travel aspirations with Southwest! While Italy might not be on their route map, Southwest offers a fantastic range of destinations south of the border that provide equally exciting and enriching travel experiences. Think pristine beaches, vibrant cultures, ancient ruins, and delicious cuisines – all within reach with Southwest’s signature perks.
Just like their domestic flights, flying internationally with Southwest Airlines comes with fantastic benefits that savvy travelers appreciate. You can still enjoy:
- Two Free Checked Bags: Pack everything you need without worrying about hefty baggage fees.
- Open Seating: Choose your preferred seat once onboard.
- No Change Fees: Flexibility is key, and Southwest understands that plans can change.
- Excellent Customer Service: Experience the friendly and efficient service Southwest is known for, even on international flights.
- Companion Pass Perks: If you have a Southwest Companion Pass, you can indeed use it for international flights, making your travel even more budget-friendly.
So, while your Italian dreams with Southwest might need to be put on hold, let’s explore the exciting international destinations Southwest does fly to. You might just find your next dream vacation is closer than you think! Here are 14 incredible international destinations served by Southwest Airlines, perfect for your next getaway, along with some fantastic hotel options you can book with points.
Flying Internationally with Southwest: What to Expect
If you’re accustomed to domestic Southwest flights, you’ll find the international experience quite similar, upholding the airline’s familiar open seating and unique boarding process. The generous 2 free checked bags policy remains a significant advantage for international travelers as well.
However, there are a few key differences to be aware of when flying internationally with Southwest Airlines:
- Airport Check-In: While online check-in is available, you’ll need to visit a Southwest Airlines ticket counter or kiosk at the airport to present your passport and collect your boarding pass. Crucially, you must check in at the counter at least 60 minutes before your scheduled departure time (75 minutes for Aruba departures) to avoid being denied boarding.
- Boarding Position: Securing your boarding position online is usually possible, but it’s not always guaranteed. For added peace of mind and to get your preferred seat, you might consider purchasing EarlyBird Check-In.
- Curbside Check-In: Curbside check-in is not available for itineraries that include an international flight segment.
Hot Tip: To streamline your airport experience and expedite security and customs procedures, consider enrolling in TSA PreCheck or Global Entry. Many premium credit cards, such as the Chase Sapphire Reserve® and The Platinum Card® from American Express, offer complimentary credits to cover the application fees for these programs.
1. Aruba
Renaissance Wind Creek Aruba Resort
Image: The stunning beachfront at Renaissance Wind Creek Aruba Resort, accessible via Southwest Airlines flights to Aruba.
Airport: Queen Beatrix International Airport, Aruba (AUA)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: U.S. departure gates vary daily
Priority Lane: Yes
Self-Tagging: No
Nonstop Flights From:
- Baltimore (BWI)
- Orlando (MCO)
Why Visit Aruba?
Aruba, nestled just 60 miles off the Venezuelan coast, is a beloved Caribbean escape. Part of the ABC islands (Aruba, Bonaire, Curaçao), it lies outside the hurricane belt, making it a safe bet for travel even during hurricane season.
» Related: The Best Times To Visit Aruba: A Seasonal Guide for Every Traveler
Where to Stay in Aruba
Aruba boasts a wide range of hotels and resorts. The Renaissance Wind Creek Aruba Resort is a great option starting from 44,000 Marriott Bonvoy points per night. For ultimate luxury, consider The Ritz-Carlton Aruba, with rates from 70,000 Marriott Bonvoy points per night. Remember Marriott Bonvoy’s perk: fifth night free on award stays!
Hilton loyalists can check out the **Hilton Aruba Caribbean Resort & Casino. Standard rooms are available from 80,000 Hilton Honors points per night.
Hot Tip: Explore more fantastic Caribbean resorts bookable with points now that you know Southwest can get you there!
2. The Bahamas
pig swimming in The Bahamas
Image: A unique experience in the Bahamas: swimming with the famous pigs, easily accessible with Southwest flights.
Airport: Lynden Pindling International Airport, Bahamas (NAS)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: U.S. Terminal, Gates C41-C45
Priority Lane: Yes
Self-Tagging: No
Nonstop Flights From:
- Baltimore (BWI)
- Ft. Lauderdale (FLL)
Why Visit the Bahamas?
For a quick beach getaway from many U.S. cities, the Bahamas is ideal. This nation of over 700 islands sits just 50 miles off Florida’s coast.
Where to Stay in the Bahamas
The Coral at Atlantis in Nassau, part of the Marriott family, can be booked from around 44,000 Marriott Bonvoy points per night.
If you have World of Hyatt points, the Grand Hyatt Baha Mar, a Category 5 property, offers rooms from 17,000 to 23,000 points per night. This sprawling resort features 8 pools, golf, tennis, water sports, a casino, and access to Baha Bay waterpark.
3. Belize
beach in Belize
Image: Relaxing on the beautiful beaches of Belize, a destination made accessible by Southwest Airlines.
Airport: Philip S.W. Goldson International Airport, Belize City (BZE)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: Terminal 1, Gate 2
Priority Lane: Yes
Self-Tagging: No
Nonstop Flights From:
- Denver (DEN)
- Houston (HOU)
Why Visit Belize?
Belize, a Central American gem, offers Mayan ruins, world-class snorkeling, and scuba diving. English is the official language, making it easy for U.S. travelers to navigate.
Where to Stay in Belize
**Mahogany Bay Resort & Beach Club, Curio Collection by Hilton, on Ambergris Caye, is about 15 minutes from the airport and bookable from 52,000 Hilton Honors points per night.
For Marriott Bonvoy points, consider Alaia Belize, Autograph Collection, a luxury beachfront resort and Belize’s first Marriott, with rooms from approximately 47,000 points per night.
Hot Tip: For package deals, explore Southwest Vacation Packages to book your flights and hotel together.
4. Cayman Islands
Kimpton Seafire Resort and Spa in Grand Cayman
Image: Luxury awaits at the Kimpton Seafire Resort and Spa in Grand Cayman, a destination you can reach with Southwest.
Airport: Owen Roberts International Airport, Grand Cayman Islands (GCM)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: Main Terminal, Gate 8
Priority Lane: No
Self-Tagging: Yes
Nonstop Flights From:
- Baltimore (BWI)
- Ft. Lauderdale (FLL)
Why Visit Grand Cayman?
Grand Cayman, part of the British Overseas Territory of the Cayman Islands, is a Caribbean paradise. Don’t miss Stingray City, a unique sandbar where you can interact with friendly stingrays.
Where to Stay in Grand Cayman
Indulge in luxury at The Ritz-Carlton Grand Cayman, bookable from 82,000 Marriott Bonvoy points per night. Alternatively, consider the Kimpton Seafire Resort + Spa, available from 70,000 IHG One Rewards points per night.
5. Liberia, Costa Rica
Main pool at Andaz Costa Rica
Image: Relax by the pool at the Andaz Costa Rica, a stunning resort easily accessible via Southwest Airlines flights to Liberia.
Airport: Daniel Oduber Quirós International Airport, Liberia (LIR)
Recommended Arrival Time: 2 hours before departure
Terminal & Gate: Main Terminal, gates vary daily
Priority Lane: Yes
Self-Tagging: No
Nonstop Flights From:
- Baltimore (BWI)
- Denver (DEN)
- Houston (HOU)
Why Visit Liberia, Costa Rica?
Costa Rica is a rising star in tourism, known for its jungles, rainforests, beautiful beaches, and incredible wildlife. It’s also a leader in eco-tourism and green initiatives.
Where to Stay in Liberia, Costa Rica
The Andaz Peninsula Papagayo Resort, a 30-minute drive from the airport, offers a boutique jungle resort experience. Nights here cost just 17,000 to 23,000 World of Hyatt points, providing excellent value.
Hot Tip: For unique stays, discover these boutique hotels in Costa Rica.
6. San José, Costa Rica
Costa Rica Marriott
Image: The tranquil oasis of Costa Rica Marriott Hotel Hacienda Belen, conveniently located near San José and accessible via Southwest.
Airport: Juan Santamaria International Airport, San José (SJO)
Recommended Arrival Time: 2 hours before departure
Terminal & Gate: Main Terminal, gates vary daily
Priority Lane: Yes
Self-Tagging: No
Nonstop Flights From:
- Baltimore (BWI)
- Denver (DEN)
- Houston (HOU)
Note: A maximum of 2 checked bags, no oversized bags or cardboard boxes are permitted (excluding wheelchairs and strollers).
Why Visit San José, Costa Rica?
San José, Costa Rica’s capital, is centrally located and a perfect starting point for exploring the country. It offers easy access to various regions and attractions.
Where to Stay in San José, Costa Rica
The Costa Rica Marriott Hotel Hacienda Belen, minutes from the airport, is a convenient option from 31,000 points per night.
Hot Tip: Learn how to fly to Costa Rica using points and miles for a points-powered trip.
7. Cuba
Street in Cuba
Image: Experience the unique culture and streets of Cuba, now more accessible with Southwest Airlines flights.
Airport: José Martí International Airport, Havana (HAV)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: Terminal 2
Priority Lane: Yes
Self-Tagging: No
Nonstop Flights From:
- Ft. Lauderdale (FLL)
- Tampa (TPA)
Note: A maximum of 2 checked bags, no oversized bags or cardboard boxes are permitted (excluding wheelchairs and strollers).
Why Visit Cuba?
Travel to Cuba has become more accessible since 2016, though regulations are still in place.
Currently, there are 12 authorized travel categories for U.S. citizens visiting Cuba, including family visits, journalism, education, support for the Cuban people, and athletic competitions. Purely tourist travel remains restricted.
» Related: Cuba Travel Restrictions To Ease Under Biden Administration
Where to Stay in Cuba
Chain hotels bookable with points are limited in Cuba. Consider smaller, boutique hotels. Websites like Kayak or Tripadvisor can help you find suitable accommodations, or explore hotels available through the Chase Travel portal or AmexTravel.com.
8. Dominican Republic
Pool View at Hyatt Zilara Cap Cana
Image: Luxury all-inclusive experience at Hyatt Zilara Cap Cana in Punta Cana, easily reached with Southwest Airlines.
Airport: Punta Cana International Airport, Punta Cana (PUJ)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: International Terminal, gates vary daily
Priority & Express Lane: Yes
Self-Tagging: Yes
Nonstop Flights From:
- Baltimore (BWI)
- Chicago (MDW)
- Ft. Lauderdale (FLL)
- St. Louis (STL)
Why Visit Punta Cana, Dominican Republic?
Punta Cana is famous for its stunning white-sand beaches and clear, warm waters. A wide array of resorts cater to every preference, from family-friendly to adults-only retreats.
Where to Stay in Punta Cana, Dominican Republic
Punta Cana offers numerous hotels bookable with points. For all-inclusive stays, consider **Hyatt Zilara Cap Cana (adults-only) and Hyatt Ziva Cap Cana (family-friendly)**, available from just 21,000 to 29,000 World of Hyatt points per night.
9. Jamaica
Beach at Doctors Cave in Montego Bay Jamaica
Image: Relax on the iconic beaches of Montego Bay, Jamaica, a destination now served by Southwest Airlines.
Airport: Sangster International Airport, Montego Bay (MBJ)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: Main Terminal, gates vary daily
Priority Lane: Yes
Self-Tagging: Yes
Nonstop Flights From:
- Baltimore (BWI)
- Chicago (MDW)
- Ft. Lauderdale (FLL)
- Houston (HOU)
- Orlando (MCO)
- St. Louis (STL)
Why Visit Jamaica?
Jamaica is a popular Caribbean destination for families seeking a relaxed atmosphere, beautiful white-sand beaches, and clear turquoise waters.
Where to Stay in Jamaica
For an all-inclusive resort, check out the **Hilton Rose Hall Resort & Spa. This expansive resort boasts a large beach, waterpark, spa, and golf course, and can be booked from 70,000 Hilton Honors points per night.
Discover unique accommodations at these boutique hotels in Jamaica for a more intimate experience.
Hot Tip: Using your Southwest Companion Pass on international flights incurs higher taxes and fees than domestic flights. Expect around $65 to $75 one-way for international flights, compared to $5.60 for domestic.
10. Los Cabos, Mexico
Cabo Arch
Image: Witness the iconic Cabo Arch, a must-see attraction in Los Cabos, Mexico, accessible via Southwest flights.
Airport: San Jose del Cabo International Airport, Los Cabos (SJD)
Recommended Arrival Time: 2 hours before departure
Terminal & Gate: Terminal 2, gates vary daily
Priority Lane: Yes
Self-Tagging: Yes
Nonstop Flights From:
- Austin (AUS)
- Baltimore (BWI)
- Chicago (MDW)
- Denver (DEN)
- Houston (HOU)
- Oakland (OAK)
- Orange County (SNA)
- Phoenix (PHX)
- Sacramento (SMF)
- San Diego (SAN)
Why Visit Los Cabos?
Los Cabos, at the tip of the Baja California Peninsula, is a popular Mexican destination. It includes Cabo San Lucas and San José del Cabo, collectively known as “Cabo.” The area is renowned for marine life, including whales, sea lions, dolphins, and the iconic El Arco de Cabo San Lucas rock arch.
Where to Stay in Los Cabos
Los Cabos offers numerous hotels bookable with points. The JW Marriott Los Cabos Beach Resort & Spa starts at 53,000 Marriott Bonvoy points per night.
Hyatt options range from budget-friendly Hyatt Place Los Cabos (5,000 points per night standard) to luxurious The Cape, a Thompson Hotel (25,000 Hyatt points per night standard).
Hot Tip: Be mindful of resort fees when booking hotels with points. Hyatt and Hilton waive resort fees on award stays, while Marriott and IHG may charge them.
11. Cancún, Mexico
Cancun beach
Image: Enjoy the beautiful beach and pool at JW Marriott Cancun Resort & Spa, easily accessible with Southwest flights to Cancun.
Airport: Cancún International Airport, Cancún (CUN)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: Terminal 4, gates vary daily
Priority & Express Lane: Yes
Self-Tagging: Yes
Nonstop Flights From:
- Austin (AUS)
- Baltimore (BWI)
- Chicago (MDW)
- Chicago (ORD)
- Columbus (CMH)
- Denver (DEN)
- Ft. Lauderdale (FLL)
- Houston (HOU)
- Indianapolis (IND)
- Kansas City (MCI)
- Milwaukee (MKE)
- Nashville (BNA)
- New Orleans (MSY)
- Phoenix (PHX)
- Pittsburgh (PIT)
- San Antonio (SAT)
- St. Louis (STL)
Why Visit Cancún?
Cancún, while known for its lively nightlife, also offers plenty for families. Its accessibility and numerous hotel options near the airport make it ideal for quick getaways.
Where to Stay in Cancún
The luxurious JW Marriott Cancún Resort & Spa, located beachfront in Cancún’s heart, features fantastic beaches, pools, and dining, and is family-friendly. Rooms start at 43,000 Marriott Bonvoy points per night.
For IHG One Rewards points, consider the **InterContinental Presidente Cancún Resort, located on the north end of the hotel zone, from 34,000 to 40,000 IHG One Rewards points per night, with points-and-cash options available.
Explore boutique hotel options in Cancún for more unique and intimate stays.
12. Puerto Vallarta, Mexico
The Westin Resort & Spa Puerto Vallarta
Image: Enjoy a relaxing beach vacation in Puerto Vallarta, Mexico, easily reachable with Southwest Airlines.
Airport: Licenciado Gustavo Díaz Ordaz International Airport, Puerto Vallarta (PVR)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: Terminal B, gates vary daily
Priority Lane: Yes
Self-Tagging: Yes
Nonstop Flights From:
- Austin (AUS)
- Denver (DEN)
- Houston (HOU)
- Orange County (SNA)
- Phoenix (PHX)
Why Visit Puerto Vallarta?
Puerto Vallarta, another popular Mexican destination, is known for its beautiful beaches and vibrant old town. Its latitude is similar to Hawaii, resulting in a comparable climate.
Where to Stay in Puerto Vallarta
Puerto Vallarta offers many hotels bookable with points, with Marriott Bonvoy offering the most choices. Consider the Westin Resort & Spa, Puerto Vallarta or **Sheraton Buganvilias Resort & Convention Center, both starting at 31,000 Marriott Bonvoy points per night, or the upscale **W Punta De Mita, about an hour north, from 52,000 Marriott Bonvoy points per night.
Hot Tip: Southwest also flies to Hawaii! They currently serve four Hawaiian Islands: Maui, Kauai, Oahu, and the Island of Hawaii.
13. Cozumel, Mexico
Beach at the Westin Cozumel
Image: Relax on the beach at The Westin Cozumel, easily accessible with Southwest Airlines flights to Cozumel.
Airport: Cozumel International Airport, Cozumel (CZM)
Recommended Arrival Time: 90 minutes before departure
Terminal & Gate: Terminal 1, Gates 1-6
Priority & Express Lane: Yes
Self-Tagging: Yes
Nonstop Flights From:
- Austin (AUS)
- Denver (DEN)
- Houston (HOU)
Why Visit Cozumel?
Cozumel, an island off the Mayan Riviera, offers stunning beaches, water sports, tropical weather, cruise ship piers, and is a premier scuba diving destination.
Where to Stay in Cozumel
Consider Cozumel Hotel & Resort, Trademark Collection by Wyndham for Wyndham Rewards points, bookable from 15,000 points per night. This family-friendly resort includes a free breakfast buffet.
Another option is The Westin Cozumel, from 32,000 to 42,000 Marriott Bonvoy points per night, a great use for a 35,000-point Marriott Bonvoy free night certificate.
Hot Tip: You can use your Southwest Rapid Rewards points to book international flights, just like domestic flights.
14. Turks and Caicos
Turks and Caicos
Image: The breathtaking beaches of Turks and Caicos, known as some of the world’s best and accessible via Southwest.
Airport: Providenciales International Airport, Turks and Caicos (PLS)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: Main Terminal, Gates 1-9
Priority Lane: Yes
Self-Tagging: Yes
Nonstop Flights From:
- Baltimore (BWI)
- Ft. Lauderdale (FLL)
Why Visit Turks and Caicos?
Turks and Caicos, a British Overseas Territory, boasts 350 sunny days annually and some of the world’s best beaches. It also features the third-largest barrier reef, making it a scuba diving paradise. English is spoken, and the U.S. dollar is used, making it a comfortable international destination for Americans.
Where to Stay in Turks and Caicos
Point Grace Resort and Spa, a luxury resort near Grace Bay and part of Small Luxury Hotels of the World, is a great Hyatt option.
For Marriott Bonvoy points, consider The Ritz-Carlton, Turks & Caicos, starting around 112,000 points per night.
Hot Tip: If you’re a Southwest enthusiast, explore the best credit cards for Southwest Airlines flyers to maximize your rewards.
Bonus: Puerto Rico
Main pool at Hyatt Regency Puerto Rico
Image: Enjoy the pool at Hyatt Regency Grand Reserve Puerto Rico, a fantastic destination reachable via Southwest Airlines.
While technically not international, Puerto Rico is a captivating Caribbean destination accessible via Southwest Airlines, and U.S. residents don’t need a passport to visit.
Airport: Luis Muñoz Marín International Airport, San Juan (SJU)
Recommended Arrival Time: 2 hours before departure
Terminal & Gate: Concourse D, Gates 7 & 8; Concourse C, Gates B 3, 5, 7
Priority & Express Lane: Yes
Self-Tagging: Yes
Nonstop Flights From:
- Baltimore (BWI)
- Chicago (MDW)
- Ft. Lauderdale (FLL)
- Houston (HOU)
- Nashville (BNA)
- Orlando (MCO)
- St. Louis (STL)
- Tampa (TPA)
Why Visit Puerto Rico?
Puerto Rico, a U.S. territory in the Caribbean, is conveniently located for U.S. travelers. Despite hurricane damage in recent years, tourism is thriving, and the island welcomes visitors.
Where to Stay in Puerto Rico
Support local businesses by considering Airbnbs or boutique hotels in Puerto Rico. For points enthusiasts, there are numerous options.
Consider the Caribe Hilton from 70,000 Hilton Honors points or luxury at The St. Regis Bahia Beach Resort, starting at 82,000 Marriott Bonvoy points.
For budget-friendly options, the Courtyard San Juan Miramar starts at just 22,000 Marriott Bonvoy points. The **Hyatt Regency Grand Reserve Puerto Rico, a Category 4 World of Hyatt property, is perfect for using a Hyatt free night certificate!
Final Thoughts
While Southwest Airlines won’t take you to Italy, their extensive international network to the Caribbean, Mexico, and Central America offers incredible vacation possibilities.
You’ll enjoy the same fantastic Southwest benefits on these international routes – two free checked bags, open seating, no change fees, and exceptional customer service.
So, for your next getaway, explore these amazing international destinations offered by Southwest Airlines and discover a world of sun, sand, and adventure!
