Step #1 Towards Earning Your Southwest Companion Pass For 2025-26

 

It's the countdown towards earning the Southwest Companion Pass for 2025-26, yep, almost two full years. And I have challenged myself to help 25 people earn the pass. If you are ready, sign up here!  There is no cost to you, my coaching is totally FREE. 

Just in case you don't know what the pass is all about, here's a quick summary: 

• The Southwest Companion Pass is a BOGO flight pass for any flight, anywhere, anytime for you and one companion. No blackout dates, no restrictions. 

For comparison, Alaska Airlines offers its famous $99 companion pass which is good for one flight per year. 

American Airlines, British Airways, Aer Lingus and Delta Airlines offer a slightly different variation on the companion pass, but again it's just valid for one flight per year and costs up to $99. 

• Southwest is the ONLY airline that offers a companion pass for unlimited flights for up to two full years, it's an incredible deal. 

I have had the pass for 8 years and I estimate it has saved me thousands of dollars. I have used it to fly to Cuba, Costa Rica, Washington DC, New York, Puerto Rico, Florida, North Carolina, Washington State, Nashville, Chicago and so much more. 

• Southwest allows you to change your companion three times per calendar year. And your companion can be a partner, child, friend, family member or anyone else you would like to bring with you. 

So whether you have had the pass before or you are planning to earn it for the first time, let's talk about what we need to do now to get ready. You can also sign up to be one of the 25 people I am going to help for FREE to earn the pass. 

Step #1 Towards Earning Your Southwest Companion Pass For 2025-26

In very simple terms, in order to get the pass, we need to earn 135,000 Southwest points in a single calendar year. Once you earn the points, the companion pass will show up in your Southwest account and you can start using it immediately. The pass is good for the calendar year you earn it and the following year. Which means that if you earn the pass in January 2025, it is good for the rest of 2025 and 2026. 

That's the reason why we try to earn the pass as early in the year as possible. 

But if you are earning the pass for a second or third time or if you have received a Southwest credit card bonus before, you need to check a few things before you get started. 

1. IMPORTANT - Check the date that you last earned a Southwest point bonus. You can do that by logging into your Southwest account and checking your reward activity. You can see when I check my account, I earned a business card bonus in January 2023 and a personal card bonus in February 2023.  You can't apply for a new card until after those dates. So in my case, I cannot apply for another a Southwest Performance Business credit card until January 12th 2025 and I can't apply for another Southwest personal credit card until February 9th 2025.    

2. You earn 10,000 points on January 1st if you hold a Southwest Credit Card. These points are not valid for flights, but do count towards the companion pass. 

3. You can only hold ONE personal Southwest credit card at a time and you need to allow 30 days between closing the card you have and applying for another one. So now would be the right time to close your personal Southwest credit card if you plan to apply for another one in November. You can hold more than one Southwest Business credit card at a time so that's not an issue. 

4. Check your 5/24 status. Chase will only approve you for 5 credit cards every 24 months so confirm that you will eligible for a Southwest personal credit card. The business cards do not count towards 5/24. 

Step #1 Towards Earning Your Southwest Companion Pass For 2025-26

Make sure you do these steps so you are ready to hit the ground running in November to earn that pass. If you would like FREE coaching help, sign up to be one of the 25 people I am going to help earn the companion pass. 

5 Must See Places To Visit in Medellin, Colombia

  

This city used to be one of the most dangerous cities in the world, now it is a cultural mecca for tourists and digital nomads. Medellin, Colombia should be on everyone's bucket list for travel. Recently, I visited this vibrant city and I have to share my top 5 must see sights. 

First, a few tips and tricks to get to Colombia using points and miles. There are several airlines that fly to Medellin including Copa, United, American and even Spirit. As always, be sure to check prices on several websites including airlines and travel portals. 

I found flights through the Chase Travel Portal on Copa Airlines for 54,000 points for two round trip flights. I used my Chase Sapphire Reserve account to book these so I got 1.5:1 value for my points. Right now, you can get a 60,000 point bonus on the Chase Sapphire Reserve and Preferred, two of my favorite cards and hands down, my favorite flexible points. These cards can make a huge difference in your strategy when you combine your Chase Ultimate Reward points from your other cards too. 

No problem ordering vegetarian meals in advance, but choosing seats on Copa Airlines was tricky. If you don't want to buy seats, you are assigned at check in. They assign seats based on when you check in and start assigning from the back of the plane to the front. 

So on the way to Medellin, I checked in 24 hours in advance and ended up in the back row. However, on the way home, I delayed check in about 5 hours and ended up in row 9. Woohoo! 

Copa Airlines was very pleasant. Seats were adequate. Service was fine. I had heard they were strict with luggage, but no one checked either way and we were able to carry on a bag and a personal item. They did require us to check in at the desk before going through security even though we had checked in online to confirm our passports. 

Arriving in Medellín? Navigate the transportation scene like a pro. Either pre-arrange a driver or master the art of Uber meetups. While Uber operates in a grey area, it's widely used and budget-friendly. For the ultimate local experience, dare to try an Uber Moto!

U.S. travelers will find Colombia refreshingly affordable. Savor local cuisine for pocket change, rest your head in comfortable accommodations for around $50 a night, and zip around the city in Ubers for less than the price of a latte back home.

Now, let's explore Medellín's must-see attractions:

1. Immerse yourself in the vibrant street art of Comuna 13 - Tour this neighborhood with a local who talks about the history, the graffiti, the art and famous escalators. Besides seeing the sights, taste local food like mango ice cream and empanadas. This tour is a winner and it only costs $20 per person.    
   
   
   
2. Escape to nature in Parque Arví - The journey is part of the fun to reach this ecological nature reserve. Take the metro to the end of the line Santo Domingo and then two funiculars to the top of the mountain. It should cost you approximately 3,000 pesos to reach Santo Domingo and 12,500 pesos to ride up on the funicular. You will feel like you are spending the day in the mountains here. Besides hiking or walking the trails, you can shop at local vendors. Guided tours cost 50,000 pesos, but you can also just walk the trails on your own. 
   
   
   
3. Delve into history with a Pablo Escobar tour - This tour was a highlight of our trip. Guide Juan met Pablo Escobar and tells a lot of personal stories about the crime boss. He also walks you through this important part of city history from the memorial to Escobar's grave. 
   
   
   
4. Marvel at the views from Guatapé and El Peñol - Guatape is a made for Insta town with a street with umbrellas hanging throughout the streets. Be sure to notice the beautiful 3D paintings on the sides of the buildings. Then challenge yourself to climb 704 steps up to the top of El Penol. This is a great day trip from Medellin. 
   
   
   
5. Discover the heart of the city in Downtown Medellín with a FREE walking tour - I love FREE walking tours! The guides are local and not only talk about the sights and history, but share personal stories about what life is like in their country and city. Take a half day to walk through the crowded streets of downtown, look at the giant bronze statues in Plaza Botero, art in Centro Cultura and the beautiful National Palace Shopping Center. 

Don't forget to wander through El Poblado, indulging in mouthwatering empanadas and arepas along the way.

If you would like help planning your Colombian vacation using points and miles, join my Travel Coaching Program, book a consulting session with me or chat with the AI Travel Bot on my website. 

The Southwest 85,000 Point Bonus: A Potential Pitfall for Companion Pass Seekers

 

Chase just announced the new Southwest personal credit card bonus offer and it's a whopping 85,000 bonus points! Wow! 

This is the highest offer we have seen in a long time. 

• $3,000 minimum spend 
• $69 annual fee 
• 85,000 bonus points

What can you buy for 85,000 Southwest points? A lot. Take a look at the points you would need for this one way flight from San Diego to New Orleans in November. You could go to New Orleans six times. 

And how about just 3,000 points to travel from San Diego to San Francisco. Well, you could make that trip, uh, a lot. 

This offer may be perfect for some people and if it is, please use my referral link. But it may ruin plans for others so keep reading. 

You might be wondering, "How could 85,000 Southwest Rapid Rewards points possibly be bad?" It's not about the number of points, but the timing of the Southwest credit card offer. This lucrative deal ends on October 9th, creating a tight window for those aiming to earn the coveted Southwest Companion Pass for 2025-2026.

Why the Southwest Companion Pass is the Ultimate Travel Hack

1. The Southwest Companion Pass is arguably the best travel perk in the airline industry.
2. It offers BOGO (Buy One Get One) flights for up to two years.
3. Valid for travel anywhere Southwest Airlines flies.
4. Use your Rapid Rewards points to book your flight and add a companion for FREE.
5. Southwest's new online tool allows you to change your designated companion up to three times per calendar year.

The Hidden Catch in the 85,000 Bonus Offer

While the bonus seems attractive, here's why it could be problematic for Companion Pass aspirants:

1. You have three months from card application to reach the $3,000 minimum spend.
2. Once you hit this threshold, it triggers the bonus point award.
3. To earn the Companion Pass for 2025-2026, you must reach the $3,000 spend:
   • After January 1st, 2025, OR
   • After your credit card statement closes for 2024 (typically mid to late December)

The #1 Mistake in Companion Pass Strategy

Many eager travelers make this critical error: reaching the minimum spend too early. This can trigger the bonus in 2024 instead of 2025, potentially:

• Costing you the Companion Pass entirely
• Reducing your pass benefits by an entire year

It's a significant setback in your travel hacking journey!

Navigating the Timing Challenge

While the timing is tricky, it's not impossible. However, you may need expert guidance to navigate this credit card reward strategy successfully. Consider joining a Travel Coaching Program for personalized advice.

My goal is to help 25 people, including myself, earn the Southwest Companion Pass for 2025-2026. With the right strategy, you could be flying 2-for-1 for two full years!

Remember: Timing is everything when it comes to maximizing your Southwest Rapid Rewards and earning the Companion Pass. Don't let a hasty decision cost you thousands in potential travel savings!

Are you ready to master the art of credit card rewards and travel hacking? Join our community of savvy travelers and learn how to turn points into unforgettable experiences!

Maximize Your Rewards: Chase 5X Bonus Categories for Q4 2024

 

Are you looking to boost your credit card rewards? One of the most effective ways to earn 5X points from Chase is by taking advantage of the rotating bonus categories offered by the Chase Freedom Flex and Chase Freedom cards. Each quarter, Chase selects four purchase categories that earn 5X points instead of the standard 1X or 1.5X points.

Historical Bonus Categories

In previous quarters, Chase has featured categories such as:

• Amazon purchases
• Warehouse club stores
• Gas stations
• EV charging stations

Q4 2024 Bonus Categories Revealed

Chase has just announced the exciting bonus categories for the fourth quarter of 2024:

1. McDonald's
2. PayPal
3. Pet shops and veterinary services
4. Select charities

Maximizing Your Rewards

While dining at McDonald's frequently might not yield significant points, the other categories present excellent opportunities to boost your rewards:

• Pet Expenses: With many people investing heavily in their furry friends, pet shops and vet services could lead to substantial bonus points.
• Charitable Giving: The fourth quarter aligns perfectly with end-of-year donations, making the charity category particularly valuable.
• PayPal Purchases: This category is a true winner! Use PayPal for most of your online shopping, especially holiday gifts, and watch your bonus points stack up.

Important Reminders

1. Activation Required: Don't forget to activate your credit card by December 14th. You can do this by clicking here or logging into your online account.
2. Earning Cap: There's a maximum of $1,500 in combined purchases across these categories that are eligible for 5X points.

Start planning your Q4 spending strategy now to make the most of these lucrative bonus categories!

If you don't have a Chase FREEDOM FLEX card yet, it might be a good addition to your wallet. It's a no annual fee card with a small bonus offer of just $150 for a $500 spend. 

But just a reminder, we never want to apply for the cards without a plan, join my Travel Coaching Program so we can design a custom plan for you to reach your travel goals. 

How To Hack Southwest Airlines Flights For Less

One of the benefits of the relatively new fare class Wanna Get Away Plus at Southwest Airlines is the ability to change your flight day of for FREE. It's called the FREE day of standby change. 

How To Hack Southwest Airlines Flights For Less 

Saavy travelers have figured out that "day of" means 12:01am. 

So theoretically, you can book a cheaper flight and then change your flight the night before at midnight to the flight you really want. 

This hack may only cost you $20 per ticket or just a handful of points and you could save up to $50 per ticket or thousands of points.

This hack means you don't have to hope that you qualify for a FREE change due to weather or a schedule change. 

How To Hack Southwest Airlines Flights For Less 

The only catch with this hack is that there needs to be a seat available on the flight and you may get a lousy boarding position. If you do get a lousy boarding position, you can try using an upgrade boarding from your Southwest Priority credit card or your Southwest Performance Business credit card. Both come with 4 upgraded boardings per year. 

If you don't have a Southwest Airlines credit card yet, you can use my referral link here to apply. However, if you are interested in earning the Southwest Companion Pass for 2025-26, sign up for my Travel Coaching Program first. It's affordable and personal to your travel goals. And I'm challenging myself to help 25 people earn the pass this January. Don't wait, there are only a few spots left! 

 

buy the wanna get away plus fare and then day of you can switch flights for free to any flight on the same day that has room in the wanna get away plus and wanna get away fares

1500 points or $20 difference between fares bwi-san dec. 14

Is The Southwest Companion Pass Next On The Chopping Block?

With all the changes Southwest Airlines is making next year like reserved seats, it makes me wonder if the Southwest Companion Pass is on the chopping block? 

No one has mentioned anything yet, I'm just thinking out loud here. And wondering if this January may be the last time we can earn the companion pass for a full two years. 

The Southwest Companion Pass is one of the best travel perks around since you can literally BOGO on any Southwest Airlines flight for up to two years. All you pay is $5.60 in taxes for the flight. 

You can change your companion three times in a calendar year and your companion can be a family member, neighbor, friend or anyone else you would like to fly with you. They must fly with you on the same flight. 

Is The Southwest Companion Pass Next On The Chopping Block?

The pass has saved me thousands of dollars. We have used it to fly to the East Coast dozens of times to places like Washington DC, New York, Florida, Nashville, Boston, Baltimore. We have flown to Cabo San Lucas, Cuba, Costa Rica, San Juan, Puerto Rico, Seattle, Portland, Las Vegas, Hawaii and so many more places. 

Usually, you get the pass by earning 135,000 points in a single calendar year, but there are hacks to do this faster and way easier. I teach these hacks in my travel coaching program. 

Is The Southwest Companion Pass Next On The Chopping Block?

The new cohort launches in September which is the perfect time to lay the groundwork for earning the Southwest Companion Pass for 2025-26. That's two years of BOGO flights! 

In honor of 2025, my goal is to help 25 people earn the Southwest Companion Pass this January just in case this is the last chance. Consider joining this cohort if you are planning to travel to Hawaii or Disney or Costa Rica in the next two years. Enroll now in the Travel Coaching Program. The cohort launches Sept. 15th! 

How You Can Get Your Next Tour or Airbnb For FREE

 

Some places that you travel to like Diamond Beach in Iceland do not have chain hotels that you can book on points like Marriott, Hyatt or Hilton. Or maybe like our family of five, hotels are not a good choice because you need two rooms or you will be forced to eat out for every meal. 

How You Can Get Your Tour or Airbnb For FREE

So how can you get your Airbnb, Bed and Breakfasts and tours for FREE if you can't use points?

The secret is in the Capital One Venture credit card.  Current bonus offer ends Sept. 9th so read carefully. 

The Capital One Venture and Venture X credit cards include a travel eraser and travel credit through the Capital One Travel Portal. 

 

Let's explain: 

1. Travel Eraser - When you log into your Capital One account and click view rewards, cover travel purchases, you will see a list of qualified purchases. Any purchase that codes as travel will qualify to be erased like Airbnb, tours, rental cars etc. You can erase the whole purchase or just part of it. You can even erase some of the purchase and then when you have more points, erase the rest. You have three months to erase the purchase so start with the oldest ones first. The value is 1:1 so some would argue you can get more value out of your points by transferring them to an airline, but I believe this is personal to your strategy and goals. For example, I erased the hotel charge for our 5th person in Tahiti. We already had our flights and over water bungalow covered so this was a random travel purchase we could get for FREE. Worth it! 

2. Travel Credit in the Portal - The Venture credit card comes with a $250 travel credit with the current bonus offer which ends Sept. 9th and the Venture X always comes with a $300 travel credit when you purchase hotels or flights through the Capital One Travel Portal. In order to use this credit, you must book your hotel or flight through the Capital One Travel Portal which works great for independent hotels and bed and breakfasts. In the booking process, the portal will ask if you want to use your travel credit to cover the purchase. You do not have to use the entire credit on a single purchase.  

 

Some people are hesitant to book travel through third parties like the Capital One Travel Portal, but I have found it to work quite well. Even when my flight was cancelled due to weather last summer, I was notified by both the airline and Capital One of the cancellation and how to reschedule. 

Ending Sept. 9th, Capital One Venture credit card is offering a $250 travel credit, $100 Global Entry credit and 75,000 bonus points when you sign up. There is a $4,000 minimum spend and a $95 annual fee. So with the travel credit, you are actually making money on this card approximately $1,000. You can only get this bonus once every 4 years. We do not know how long this offer is going to last so don't wait. 

The Capital One Venture X card is a good option if you want airport lounge access for you and your authorized users. The current offer is 75,000 bonus points for a $4,000 minimum spend and a $395 annual fee, but it includes a $300 travel credit. 

If you need some help figuring out if this card will help you reach your travel goals, join my Travel Coaching Program. The next cohort launches September 15th and it's my personal goal to help my clients collectively save more than $100,000 in 2025.