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All Episodes

Families Fly Free — 216 episodes · page 1 of 3

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Title
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Southwest Hugely Changes Companion Pass (And Not in a Good Way): My Honest Take

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209 | When You Can Fly Free JUST to Try on a Wedding Dress: Success Story with Rachel Elston

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208 | Travel During Your "Go-Go" Years: Success Story with Bret Crawford

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207 | ✈️ Which Points Qualify for the Southwest Companion Pass?

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206 | 🛑 6 Things Travel Rewards Enthusiasts Need to Give Up in 2026

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205 | 🐒 Costa Rica Case Study: How I Used Points to Save $10,000+ on Flights, Hotels & an Airbnb

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204 | ✈️ Did You Make This Common Year-End Southwest Companion Pass Mistake?

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203 | 🛍️ How to Earn Maximum Points on Your Holiday Shopping to Fund Next Year's Travels

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202 | 🛑 Stop Wasting Points & Perks: How to Do a Credit Card Audit

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201 | ❤️ "You Can't Recall the Memories You Never Make": Success Story With Member Dave Banks

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200 | 🕵️‍♀️ The Southwest Scoop: Boarding Shake-up, Assigned Seat Drama & Gate Quotas

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199 |❓Your Families Fly Free & Travel Rewards Questions Answered by Members: Open House Replay

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198 | 🤷‍♀️ What I’d Do Differently If I Were Starting Travel Rewards Today

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197 | 🏨 The Truth About Booking Hotels Through Travel Portals

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196 | 💳 Capital One Venture X Is Ending THIS Popular Perk Soon; What You Need to Know

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195 | 😱 Is This the End of Travel Rewards as We Know It? 5 Things You Need to Know

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194 | 🎃 Haunted USA: Fall Trips with a Spooky Twist

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193 | 🎯 Southwest Changes Simplified: New Fares, Assigned Seats, Bag Fees - Oh My!

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192 | 🎨 Wander in Wonder: How to Better Appreciate Art on Your Travels

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191 | 🎮 Epic Universe Insider Guide (Part 2): Dark Universe, Super Mario, Berk and Food Finds

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190 | 🎢 Epic Universe Insider Guide (Part 1): Hotels, Harry Potter, Celestial Park + Line Tips

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189 | Secrets of London: A Travel Journalist’s Best Tips

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188 | How to Visit Colleges on Points — Without Blowing Your Travel Budget

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187 | Chase Sapphire Preferred: Hidden Perks That Make This the No. 1 Travel Card

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186 | New Rules, Same Free Perks? How to Outsmart Southwest’s Changes

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185 | Why Travel Feels So Hard — And How to Make It Much Easier

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184 | The Problem With Opening Too Many Travel Cards

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183 | London Trip Top 5 Travel Tips

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182 | Does Costco Fit Into a Travel Rewards Strategy? Let's Break It Down

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181 | Turn Your Tax Bill Into Travel Rewards

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180 | How to STILL Fly Your Southwest Bags Free + Other Questions About Southwest's Changes

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179 | Southwest Airlines Ends Free Checked Bags + Other MAJOR Changes: What You Need to Know...

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BONUS | Is Southwest's Surprise Reduction in Points Earned on Flights a Big Deal?

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178 | The Benefits of Banking With Chase for Travel Rewards

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177 | What Travel Rewards ACTUALLY Is Versus What You Think It Is

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176 | The Latest on Southwest Airlines' Changes Coming Soon

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175 | The Best Credit Cards for Airport Lounge Access

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174 | Success Story: Flying Free for Travel Sports with Amy Heffern

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173 | Shhh... 5 Things They Don't Want You to Know About Travel Rewards

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172 | Dave Ramsey and Travel Rewards

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171 | My 2024 Travel Rewards Savings Round-Up: $11,000 on 6 Trips

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170 | Success Story: Prioritizing Travel Despite Reduced Finances With Michele Holmes

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169 | Top 5 Things to Know About Travel in 2025

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168 | Aren't 2 Southwest Companion Passes Better Than 1?

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167 | Maximizing Travel Rewards Efficiency With Jon Gombola

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166 | How My Motto "Just Keep Checking" Can Help You Save & Travel Better

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165 | Southwest Just Announced These BIG Changes: My Thoughts and Analysis

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164 | No More Assigned Seats? My Thoughts on Southwest's Big Change

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163 | Highest Ever Offer for Chase Ink Business Preferred

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162 | All About Chase Sapphire Preferred

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161 | Teachers Can Fly Free Too With Monica Marino

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160 | Success Story: Free Flights for Life with Andrew and Kiana Joyner

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159 | Tips for Choosing the Right Tour Company for Your Family With Christine Sarkis

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158 | Success Story: The 80/20 Rule Applied to Travel With Jesse Brown

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157 | Tips for Traveling to Hawaii With Young Kids With Marcie Cheung

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156 | 10 Romantic Getaways for Couples

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155 | Why You Should NOT Buy Discounted Southwest Gift Cards

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154 | Feeling Alone in Your Miles & Points Hobby? I've Got Some Tips

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153 | Listener Questions Part 2: Companion Pass Southwest Card Offer & Timing, Costco, Devaluing Points & More

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152 | Listener Questions Answered: Flying Southwest From a Non-Hub Airport, Having Enough Points, Chase Freedom Unlimited

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151 | Success Story: Traveling to All 50 States With Amanda Sanfilippo

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150 | Why You Should Not Be Intimidated to Visit US National Parks with Bryanna Royal

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149 | Why I Don't Recommend Getting Chase Sapphire Reserve

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148 | Travel Trends for 2024

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147 | Top Family US Destinations for 2024 with Lesli Peterson of 365 Atlanta Traveler

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146 | Top International Destinations for 2024

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145 | My 2023 Travel Rewards Savings Round-Up: 10 Free Trips to 8 Destinations

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144 | How to Make Traveling the World Your Way of Life With Caroline Makepeace

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143 | Using Your Points However You Want With Pam Howard

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142 | The 1 Mistake 99 Percent of Travel Hackers Make

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141 | Are You "Under" Traveling?

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140 | Talking Travel Rewards With Brad Barrett of Choose FI

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139 | My No 1 Airline Hack Revealed

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138 | How to Keep Traveling When the Budget Is Tight

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137 | The Latest on Maui Travel With Leanne Pletcher of Maui Visitors & Convention Bureau

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136 | Why I Love the Chase Ink Business Cards

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135 | Why No Assigned Seats Is Not as Bad as You Think

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134 | Earning a Southwest Companion Pass for 2024-2025: What You Need to Know

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133 | Success Story: How to Save $20,000 Flying Free for Travel Sports with Travis Boland

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132 | Last-Minute Getaways Using Points

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131 | Why You Need to Have Emergency Points

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130 | Using Travel Rewards vs Discounts to Save as Much as Possible on Your Disney Vacation

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129 | There's No Right Way to Use Your Points

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128 | Southwest Elite Status: Is It Worth It?

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127 | From Overwhelmed to Confident Using Travel Rewards With Brittany Gartner

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126 | My Fly Free Formula REVEALED

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125 | 5 Things I Wish I Did When First Starting in Travel Rewards

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124 | Flying Free on Delta and Southwest with Team Member Lisa Whitlaw

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123 | Travel Hacking 101

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122 | Flying Southwest & Travel Tips with Corinne Crabtree

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120 | How a Travel Rewards Newbie Flew Her Family to Florida and Cancun - Case Study with Trish Harpring

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The Biggest Reason to Fly for Free I Never Thought of

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119 | There's Something About San Diego: My Guide to This SoCal Gem

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118 | Say Goodbye to Travel Stress! Mastering Mindset to Enjoy Your Next Vacation With Andra Erickson

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117 | Europe Is Bonkers This Summer: What You Need to Know with The Tour Guy's Sean Finelli

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116 | $5,000 Saved on a Universal Orlando Vacation: Case Study with Katie Blumhorst

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115 | Thoughts on Disney's 2023 Changes: Annual Passes, Dining Plans and More!

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114 | Take Better Travel Photos with Photographer Krista Payne

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113 | How and Why to Create Flexible Travel Plans

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112 | What to Do If You're Declined for a Credit Card