While Southwest Airlines is celebrated for its extensive network within the United States, many travelers often wonder, “Does Southwest Fly Overseas?” The answer might surprise you, opening up a world of possibilities for your next international getaway without breaking the bank.
Southwest Airlines indeed extends its wings beyond U.S. borders, offering a variety of exciting destinations in Mexico, Central America, and the Caribbean. This means you can enjoy Southwest’s signature perks – like two free checked bags, no change fees, and open seating – on your international adventures. Even better, your Southwest Companion Pass is valid for these international routes, making it even more economical to travel with a companion.
Ready to explore where Southwest can take you internationally? Let’s dive into some of the most captivating destinations accessible with Southwest Airlines, along with tips on where to stay using your hotel points!
Your Guide to Flying International with Southwest Airlines
Embarking on an international journey with Southwest Airlines mirrors the familiar experience of domestic travel, maintaining the airline’s distinctive features. You’ll still benefit from their open seating policy and the unique boarding process. Crucially, the generous baggage allowance of 2 free checked bags remains consistent for international flights.
However, some key differences exist between domestic and international Southwest flights:
- Check-in Procedures: While online check-in is available for international flights, you’ll need to finalize the process and obtain your boarding pass at a Southwest Airlines ticket counter or kiosk. This step is essential for passport verification. It’s mandatory to check in at the counter at least 60 minutes before your scheduled departure (75 minutes for flights departing from Aruba (AUA)). Failure to do so could result in denied boarding.
- Boarding Position: Securing your preferred boarding position online is generally possible, but it’s not always guaranteed for international flights. For added peace of mind and to enhance your boarding priority, consider purchasing EarlyBird Check-In.
- Curbside Check-in: This service is not available for itineraries that include an international flight segment.
Travel Tip: To expedite your airport experience, especially through security and customs, consider enrolling in programs like TSA PreCheck or Global Entry. Many premium travel 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 luxurious Renaissance Wind Creek Aruba Resort, a prime lodging choice easily accessible when you fly Southwest overseas to Aruba.
Airport: Queen Beatrix International Airport (AUA)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: U.S. Departure Gates (changes daily)
Priority Lane: Yes
Self-Tagging: No
Nonstop Routes from Southwest:
- Baltimore (BWI)
- Orlando (MCO)
Why Visit Aruba?
Aruba, nestled just off the Venezuelan coast, is a sought-after Caribbean escape. Part of the ABC islands (Aruba, Bonaire, Curaçao), Aruba’s location outside the hurricane belt makes it a safe bet for travel year-round, even during hurricane season.
» Discover More: The Best Times To Visit Aruba [By Seasons and Interests]
Where to Stay in Aruba Using Points
Aruba boasts a wide array of hotels and resorts. For a fantastic points redemption, consider the Renaissance Wind Creek Aruba Resort, bookable with Marriott Bonvoy points starting from around 44,000 points per night. For ultimate luxury, The Ritz-Carlton Aruba is available from 70,000 Marriott Bonvoy points per night. Remember Marriott’s perk: fifth night free on award stays!
Hilton Honors members can explore the **Hilton Aruba Caribbean Resort & Casino, with standard rooms from 80,000 Hilton Honors points per night.
Travel Hack: Now that you know Southwest flies overseas to the Caribbean, explore more Caribbean resorts bookable with points for your next island getaway.
2. Bahamas
pig swimming in The Bahamas
Image: Swimming pigs in the Bahamas, a unique experience accessible when you choose Southwest for your overseas flights.
Airport: Lynden Pindling International Airport (NAS)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: U.S. Terminal, Gates C41-C45
Priority Lane: Yes
Self-Tagging: No
Nonstop Routes from Southwest:
- Baltimore (BWI)
- Ft. Lauderdale (FLL)
Why Visit the Bahamas?
For a quick beach escape from many U.S. cities, the Bahamas is ideal. This island nation, comprising over 700 islands, is just 50 miles off Florida’s coast. The Bahamas offers a blend of relaxation and adventure, from bustling markets to secluded beaches.
Where to Stay in the Bahamas Using Points
In Nassau, consider The Coral at Atlantis, part of the Marriott Bonvoy program, with rooms from 44,000 points per night.
For World of Hyatt points holders, the Grand Hyatt Baha Mar is an excellent choice. This expansive resort in Nassau features numerous pools, dining options, a casino, and access to Baha Bay waterpark, bookable from 17,000 to 23,000 points per night (Category 5 Hyatt property).
3. Belize
beach in Belize
Image: Pristine beaches in Belize, a Central American gem easily reached via Southwest Airlines international routes.
Airport: Philip S.W. Goldson International Airport (BZE)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: Terminal 1, Gate 2
Priority Lane: Yes
Self-Tagging: No
Nonstop Routes from Southwest:
- Denver (DEN)
- Houston (HOU)
Why Visit Belize?
Belize, a Central American nation, offers a rich tapestry of experiences, from ancient Mayan ruins to world-class snorkeling and diving along the Belize Barrier Reef. English is the official language, making it a particularly accessible international destination for U.S. travelers.
Where to Stay in Belize Using Points
Near Belize City on Ambergris Caye, the Mahogany Bay Resort & Beach Club, Curio Collection by Hilton is available from 52,000 Hilton Honors points per night.
Marriott Bonvoy enthusiasts can consider Alaia Belize, Autograph Collection, Belize’s first Marriott property, offering luxurious beachfront stays from around 47,000 points per night.
Pro-Tip: For seamless vacation planning, explore Southwest Vacation Packages to bundle your flight and hotel bookings in one place.
4. Cayman Islands
Kimpton Seafire Resort and Spa in Grand Cayman
Image: The luxurious Kimpton Seafire Resort and Spa in Grand Cayman, accessible through Southwest Airlines international flights.
Airport: Owen Roberts International Airport (GCM)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: Main Terminal, Gate 8
Priority Lane: No
Self-Tagging: Yes
Nonstop Routes from Southwest:
- Baltimore (BWI)
- Ft. Lauderdale (FLL)
Why Visit Grand Cayman?
Grand Cayman, the largest of the Cayman Islands, a British Overseas Territory, is renowned for its upscale atmosphere and stunning beaches. A must-do is a visit to Stingray City, a unique sandbar where you can interact with friendly stingrays in shallow waters.
Where to Stay in Grand Cayman Using Points
For a luxurious Grand Cayman experience, The Ritz-Carlton Grand Cayman is bookable from 82,000 Marriott Bonvoy points per night. Alternatively, consider the stylish 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: The inviting main pool at Andaz Costa Rica Resort, a tropical paradise reachable by Southwest Airlines international flights to Costa Rica.
Airport: Daniel Oduber Quirós International Airport (LIR)
Recommended Arrival Time: 2 hours before departure
Terminal & Gate: Main Terminal (gates change daily)
Priority Lane: Yes
Self-Tagging: No
Nonstop Routes from Southwest:
- Baltimore (BWI)
- Denver (DEN)
- Houston (HOU)
Why Visit Liberia, Costa Rica?
Costa Rica, particularly the Liberia region, is gaining popularity for its lush jungles, rainforests, beautiful beaches, and abundant wildlife. It’s a leading destination for eco-tourism, emphasizing sustainability and nature conservation.
Where to Stay in Liberia, Costa Rica Using Points
The Andaz Peninsula Papagayo Resort, a short drive from Liberia Airport, offers a boutique jungle resort experience. It’s an excellent value for World of Hyatt points, costing only 17,000 to 23,000 points per night.
Travel Inspiration: For a more unique stay, explore these boutique hotels in Costa Rica, offering personalized experiences and local charm.
6. San José, Costa Rica
Costa Rica Marriott
Image: The serene Costa Rica Marriott Hotel Hacienda Belen, an urban oasis in San José, easily accessible with Southwest overseas flights.
Airport: Juan Santamaria International Airport (SJO)
Recommended Arrival Time: 2 hours before departure
Terminal & Gate: Main Terminal (gates change daily)
Priority Lane: Yes
Self-Tagging: No
Nonstop Routes from Southwest:
- Baltimore (BWI)
- Denver (DEN)
- Houston (HOU)
Important Note: For flights to San José, Costa Rica, Southwest restricts checked baggage to a maximum of 2 bags per person, and oversized bags or cardboard boxes are not permitted (excluding wheelchairs and strollers).
Why Visit San José, Costa Rica?
San José, the capital of Costa Rica, is a vibrant city and an ideal starting point for exploring the country. Beyond the city itself, San José provides easy access to Costa Rica’s diverse landscapes and attractions.
Where to Stay in San José, Costa Rica Using Points
Minutes from the airport, the Costa Rica Marriott Hotel Hacienda Belen offers a comfortable stay from 31,000 Marriott Bonvoy points per night.
Maximize Your Points: Learn how to fly to Costa Rica using points and miles to make your trip even more affordable.
7. Cuba
Street in Cuba
Image: A colorful street scene in Cuba, a culturally rich destination you can reach with Southwest Airlines international flights.
Airport: José Martí International Airport (HAV)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: Terminal 2
Priority Lane: Yes
Self-Tagging: No
Nonstop Routes from Southwest:
- Ft. Lauderdale (FLL)
- Tampa (TPA)
Important Note: Similar to San José, Costa Rica, flights to Cuba have baggage restrictions: maximum 2 checked bags, no oversized bags or cardboard boxes (excluding mobility aids and strollers).
Why Visit Cuba?
Travel to Cuba has become more accessible, though specific regulations apply. Currently, there are 12 authorized travel categories for U.S. citizens including family visits, journalistic activities, educational pursuits, support for the Cuban people, and athletic events. Purely tourist travel remains restricted.
» Read More: Cuba Travel Restrictions To Ease Under Biden Administration
Where to Stay in Cuba
Hotel options bookable with points are limited in Cuba. Consider exploring boutique hotels and local accommodations through platforms like Kayak or Tripadvisor. You can also find hotels bookable through the Chase Travel portal or AmexTravel.com.
8. Dominican Republic
Pool View at Hyatt Zilara Cap Cana
Airport: Punta Cana International Airport (PUJ)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: International Terminal (gates change daily)
Priority & Express Lane: Yes
Self-Tagging: Yes
Nonstop Routes from Southwest:
- 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 crystal-clear waters. The area is dotted with resorts catering to diverse preferences, from family-friendly to adults-only retreats. It’s a perfect destination for relaxation and beachside bliss.
Where to Stay in Punta Cana Using Points
Punta Cana offers numerous hotels bookable with points. For all-inclusive experiences, consider Hyatt Zilara Cap Cana (adults-only) and Hyatt Ziva Cap Cana (family-friendly). These Hyatt resorts are surprisingly affordable on points, ranging from 21,000 to 29,000 World of Hyatt points per night.
9. Jamaica
Beach at Doctors Cave in Montego Bay Jamaica
Image: Relaxing beach at Doctor’s Cave in Montego Bay, Jamaica, a vibrant island accessible with Southwest Airlines international flights.
Airport: Sangster International Airport (MBJ)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: Main Terminal (gates change daily)
Priority Lane: Yes
Self-Tagging: Yes
Nonstop Routes from Southwest:
- Baltimore (BWI)
- Chicago (MDW)
- Ft. Lauderdale (FLL)
- Houston (HOU)
- Orlando (MCO)
- St. Louis (STL)
Why Visit Jamaica?
Jamaica is a popular Caribbean destination known for its laid-back atmosphere, beautiful beaches, and vibrant culture. Montego Bay, in particular, is a major tourist hub offering a blend of relaxation and Jamaican energy.
Where to Stay in Jamaica Using Points
For an all-inclusive Jamaican resort, consider the Hilton Rose Hall Resort & Spa. This expansive resort features a beach, waterpark, spa, and golf course, bookable from 70,000 Hilton Honors points per night.
Alternatively, explore boutique hotels in Jamaica for a more intimate and unique Jamaican experience.
Companion Pass Tip: When using your Southwest Companion Pass for international flights, be aware that taxes and fees are higher than for domestic flights. Expect to pay around $65 to $75 one-way for international flights, compared to $5.60 for domestic routes.
10. Los Cabos, Mexico
Cabo Arch
Image: The iconic Cabo Arch in Los Cabos, a must-see landmark accessible on Southwest Airlines flights to Mexico.
Airport: San Jose del Cabo International Airport (SJD)
Recommended Arrival Time: 2 hours before departure
Terminal & Gate: Terminal 2 (gates change daily)
Priority Lane: Yes
Self-Tagging: Yes
Nonstop Routes from Southwest:
- 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 southern tip of the Baja California Peninsula, is a premier Mexican destination. Comprising Cabo San Lucas and San José del Cabo, “Cabo” is famed for its marine life, including whale watching, sea lions, and dolphins. The iconic El Arco de Cabo San Lucas, a natural rock arch, is a must-see.
Where to Stay in Los Cabos Using Points
Los Cabos offers numerous options to book hotels with points. For Marriott Bonvoy members, the JW Marriott Los Cabos Beach Resort & Spa starts at 53,000 points per night.
Hyatt loyalists have choices for every budget. The Hyatt Place Los Cabos is available from just 5,000 points (standard rates), while luxury seekers can opt for The Cape, a Thompson Hotel from 25,000 Hyatt points per night (standard rates).
Hotel Points Tip: Remember to factor in resort fees when booking hotels with points. While Marriott and IHG often charge resort fees on award stays, Hyatt and Hilton typically waive them when booking with points.
11. Cancún, Mexico
Cancun beach
Image: Beautiful Cancun beach at JW Marriott Cancun Resort & Spa, a luxurious stay easily accessible with Southwest Airlines flights.
Airport: Cancún International Airport (CUN)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: Terminal 4 (gates change daily)
Priority & Express Lane: Yes
Self-Tagging: Yes
Nonstop Routes from Southwest:
- Austin (AUS)
- Baltimore (BWI)
- Chicago (MDW & 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 and travelers seeking relaxation. Its easy accessibility and wide range of hotel options make it ideal for quick getaways.
Where to Stay in Cancún Using Points
The JW Marriott Cancún Resort & Spa is a luxurious beachfront hotel in Cancún’s hotel zone. With fantastic beach and pool areas, and family-friendly amenities, rooms start from 43,000 Marriott Bonvoy points per night.
For IHG One Rewards enthusiasts, the **InterContinental Presidente Cancún Resort, located in the quieter north hotel zone, is a great option, costing 34,000 to 40,000 IHG points per night, or consider points and cash options.
For a more unique experience, explore boutique hotel options in Cancún offering personalized service and local flavor.
12. Puerto Vallarta, Mexico
The Westin Resort & Spa Puerto Vallarta
Image: Beachfront bliss at The Westin Resort & Spa Puerto Vallarta, easily accessible with Southwest Airlines international flights.
Airport: Licenciado Gustavo Díaz Ordaz International Airport (PVR)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: Terminal B (gates change daily)
Priority Lane: Yes
Self-Tagging: Yes
Nonstop Routes from Southwest:
- 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 charming old town. Its location at a similar latitude to Hawaii gives it a comparable climate.
Where to Stay in Puerto Vallarta Using Points
Puerto Vallarta offers many hotels bookable with points, with Marriott Bonvoy offering the widest selection. Consider the Westin Resort & Spa, Puerto Vallarta or the **Sheraton Buganvilias Resort & Convention Center, both starting at 31,000 Marriott Bonvoy points per night. For a high-end option, the **W Punta De Mita, about an hour north of Puerto Vallarta, starts at 52,000 Marriott Bonvoy points per night.
Hawaii on Southwest Tip: Yes, Southwest also flies to Hawaii! Currently, they serve four Hawaiian islands: Maui, Kauai, Oahu, and the Island of Hawaii.
13. Cozumel, Mexico
Beach at the Westin Cozumel
Image: Tranquil beach at The Westin Cozumel, a perfect spot to enjoy when flying overseas with Southwest Airlines.
Airport: Cozumel International Airport (CZM)
Recommended Arrival Time: 90 minutes before departure
Terminal & Gate: Terminal 1, Gates 1-6
Priority & Express Lane: Yes
Self-Tagging: Yes
Nonstop Routes from Southwest:
- Austin (AUS)
- Denver (DEN)
- Houston (HOU)
Why Visit Cozumel?
Cozumel, an island off the Yucatan Peninsula, is a haven for beach lovers and water sports enthusiasts. Renowned for its scuba diving, Cozumel also offers beautiful beaches, tropical weather, and convenient cruise ship access.
Where to Stay in Cozumel Using Points
If you have Wyndham Rewards points, consider the Cozumel Hotel & Resort, Trademark Collection by Wyndham, bookable for just 15,000 points per night, including a free breakfast buffet.
Another option is The Westin Cozumel, ranging from 32,000 to 42,000 Marriott Bonvoy points per night – a great use for a 35,000-point Marriott Bonvoy free night certificate.
Points Flexibility: You can use your Southwest Rapid Rewards points to book these international flights, just as you would for domestic travel.
14. Turks and Caicos
Turks and Caicos
Image: Turks and Caicos islands, famous for their stunning beaches, a premier destination reachable with Southwest overseas flights.
Airport: Providenciales International Airport (PLS)
Recommended Arrival Time: 3 hours before departure
Terminal & Gate: Main Terminal, Gates 1-9
Priority Lane: Yes
Self-Tagging: Yes
Nonstop Routes from Southwest:
- Baltimore (BWI)
- Ft. Lauderdale (FLL)
Why Visit Turks and Caicos?
Turks and Caicos, a British Overseas Territory, boasts around 350 sunny days annually and some of the world’s finest beaches. It’s also a scuba diving hotspot, home to the third-largest barrier reef globally. English is widely spoken, and the U.S. dollar is accepted, making it a comfortable international destination for Americans.
Where to Stay in Turks and Caicos Using Points
Turks and Caicos offers several points hotel options. Point Grace Resort and Spa, a luxurious Small Luxury Hotels of the World property near Grace Bay, is a top choice.
For ultimate luxury, The Ritz-Carlton, Turks & Caicos starts at approximately 112,000 Marriott Bonvoy points per night.
Southwest Credit Card Tip: If you’re a Southwest enthusiast, explore the best credit cards for Southwest Airlines flyers to maximize your Rapid Rewards earnings and travel benefits.
Bonus: Puerto Rico
Main pool at Hyatt Regency Puerto Rico
Image: Inviting main pool at Hyatt Regency Grand Reserve Puerto Rico, a fantastic destination accessible with Southwest and bookable with Hyatt points.
While technically not overseas, Puerto Rico is a captivating Caribbean destination often overlooked as being accessible via Southwest Airlines. U.S. residents don’t need a passport to travel to Puerto Rico, making it an incredibly convenient “international” escape.
Airport: Luis Muñoz Marín International Airport (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 Routes from Southwest:
- 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 easily accessible from the U.S. mainland. Despite past hurricane damage, Puerto Rico’s tourism sector is vibrant and welcoming visitors. Explore historic Old San Juan, beautiful beaches, and lush rainforests.
Where to Stay in Puerto Rico Using Points
For a local experience, consider booking an Airbnb or boutique hotel in Puerto Rico to support local businesses. However, for points enthusiasts, there are numerous hotel options.
The Caribe Hilton is available from 70,000 Hilton Honors points per night, while the luxurious St. Regis Bahia Beach Resort starts at 82,000 Marriott Bonvoy points.
For budget-friendly points stays, the Courtyard San Juan Miramar is bookable from just 22,000 Marriott Bonvoy points. Alternatively, 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
So, does Southwest fly overseas? Absolutely! Southwest Airlines opens up a range of international destinations across the Caribbean, Mexico, and Central America.
You can enjoy the same fantastic Southwest benefits on these international flights as you do domestically – two free checked bags, open seating, no change fees, and renowned customer service.
When planning your next vacation, consider these exciting international destinations served by Southwest Airlines for a budget-friendly and rewarding travel experience!
