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San Diego to Dublin for Under $70 Each!

We’ve planned and checked off dozens and dozens of to-dos and now it’s finally time to take off and travel abroad! But where to start is a decision full of possibilities. We considered many travel routes and took into consideration our travel style. Read on to see why Dublin, Ireland was not only the logical place to start, but how we got there for only $70 each!


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Our tool box is full of resources! From travel hacking to house sitting, digital nomad jobs to privacy and security, financially independent retire early (FI/RE) to entertainment, plus travel hacking (credit cards, miles, points, and rewards), and much much more…


Destination Dublin, Ireland!

After much time preparing and planning, the time to take off on a jet plane is finally here!

As said by Eugene Cernan in the documentary Last Man On the Moon, ‘this is no longer something we’re going to do, this is now something that’s happening to us!’ (paraphrased.) Even more accurately, we’d say that it’s now something we’re actively doing.

Now, we have to caution ourselves and make sure we slow down and hold back the temptation to rush from one thing to the next. It’s all too often that something you’ve been dreaming about comes true and passes in a blink of an eye. You spend too much time in anticipation of each event within a goal, that you run the risk of rushing to experience it all, never really embracing any moment of it.

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Focused and in the Moment

Our Goal

For the good and the bad, we must be in the moment! We want to live and remember as many moments as we can, otherwise, they’ll pass before we have a chance to embrace them.

How To

It’s a struggle, but we constantly remind ourselves to be in the moment. Less planning, less worrying about the past and the future.

So, as we walk through the airport exhausted between flights, we’ll register the feelings, the place and the time, instead of wishing to be at our destination already.

Once in Dublin, we’ll enjoy our time there and not let it escape us while thinking of our next stop and the amazing things we’ll see and do. We’ll enjoy the spot we’re in, rather than rush through it with the intent of getting to the next ‘bigger and better’ destination. Even our fights, or rather ‘heated discussions’, will be worth the aggravation, since we grow and learn from them. Not to mention, that quite often they’re something we later laugh about.


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Deciding Our First Destination

Since we started sharing our plans to travel, we’re often asked what our first destination will be; so often so, that Shannon got tired of not having a solid response and strongly considered just making up places when she was asked! After reflection, she realized that most people were simply excited, while others wanted to live vicariously through us and our plans. If you’re wondering if she made up destinations for an answer, she won’t actually say.

Decisions in Our ‘Home’ Are Never Simple and Done

The inaugural first destination wasn’t chosen on a whim or on a desire.

It was, like most things we do, well thought out and planned quite logically.

It’s helpful to know that we usually sit on a decision (choice, purchase, trip, etc.) overnight to a few days* when we’re at about 90% sureness. This lets us consciously and subconsciously evaluate it.

When we’re early on in the process, more often than not, one of us will put a wrench in the plan and cause a reconsideration or hold-off on a decision. Generally speaking, after serious consideration and a length of time appropriate to the degree and impact of the decision we’re making, we come to a conclusion. Then a day or so of letting it rest solidifies it.

* The time frame we ‘sit’ on a decision is always relative to the impact/consequences of the decision. The greater the consequence, the longer we may choose to wait before committing to a final decision. While a decision of our overall financial investment plan may take weeks of back and forth, the decision of purchasing a laptop takes a week, the decision of a travel jacket a few days, the decision of what shampoo to buy takes a few minutes or less.

In no particular order or weight, here are some of the things we took into consideration…


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If you’re wondering how to travel internationally, or simply vacation nearby and not spend a fortune on airfare or hotels, then we’d like to welcome you to the world of ‘travel hacking’. See what credit cards we carry, and how we take full advantage of the points and miles we’ve earned.


Taking into Account Cost (in Reward Points and in Cash)

It’s safe to conclude that cost is a decision factor for just about everything, including travel.

In our case, it’s more than just cash we take into account. We must also consider airline miles and reward program points, like hotel and rental car. We’ve been earning, saving and using points for almost a decade and hold balances in most major airlines or alliances. There are a few key leaders in the point and mile earning world that we strongly recommend following if you want to learn more (The Frugal Travel Guy, One Mile At A Time).

In general, it’s important to note that there are three types of point and miles people; those who horde them, those who spend them extravagantly, and those in the middle, who are value driven. There’s no right or wrong way, the choice is a personal one.

On one end, the extreme is to save them and never spend them, which begs, ‘why do you have them in the first place?’ Not to mention, they devalue over time. The other extreme is to spend them like they’re going out of season, redeeming only for top destinations and a few select opportunities. Of course, the third method is right down the middle and generally is about spending points earned based on need and value. Again, the choice is a personal one, only you can make the call.

We’re without a doubt the type that spends points and miles cautiously, wanting to receive the highest value for each and every point!

We try to save 'cow bank' size, not 'piggy bank' size!

Using Our Reward Points for Flights

When considering where in Europe to go first, we wanted to find the airline and destination that had the best redemption value. In other words, the highest value ticket for the least amount of points.

It’s common to value points at cents per dollar (for more detail, visit The Points Guy). Different airlines are known for having the best point value depending on the departure and destination locations. For example, the East Coast of the US is known for great travel value with Jet Blue because of their great promotions and sales. Southwest is good for US travel when you have their companion pass (explained below). British Airways is distance based (for more detail, visit Upon Arriving) and is good for the US West Coast using an airline partner like Alaska, or in Europe where major world capitals are so close together.

Word of Warning: Taxes and Fees

Some airlines seem great for transatlantic travel, but be aware of taxes and fees.

For example, flying directly with British Airlines is great for domestic US travel, but is terrible for transatlantic travel. This isn’t because of the points but because of the taxes, fees and fuel surcharges. No matter how few points you spend on a ticket, if your flying on British Airways transatlantic, you’re stuck with $600+ in additional charges. This is a deal breaker for us. We want a good value in points and in out of pocket costs. 


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Don’t miss our Ultimate Gear and Packing Lists! Whether you’re traveling long-term or going on a short vacation, we'll show you how to travel with a single carry-on. We share our packing lists (his and hers!), packing tips, and our favorite gear. Plus, we discuss what we don’t carry and why!


Taking Into Account Travel Style

Typically, your travel style can go one of two ways.

Option One: Suck it up and travel hard and fast

This means that the most important thing is getting to the destination fast and/or cheaply. It can be a 16 hour single plane trip to get it done and over with; or, it can be a cheap 28 hour trip with countless layovers and plane changes to get the least expensive travel deal.

Option Two: Relax and don’t kill your self

This is a non-stop flight in business or first-class, to travel fast but in comfort; or it's a few key flights with moderate layovers to get up and walk around, stretch and breath fresh air between planes, with the idea of caring for the mind and body along the way.

Our Preference: As a couple we differ

Shannon is a type one, suck it up traveler. She knows she may be miserable doing it, but the flight isn't the trip, so she’ll get over the discomfort after a recovery period.

Sergio is a type two, don’t kill yourself traveler. He holds his physical and emotional health at high standards, at all times, and would rather limit discomfort and stress for overall satisfaction and happiness.

Ultimately, we meet in the middle, but Shannon will often err towards Sergio’s travel style, claiming it’s to keep him happy. In reality, it’s because balance in life is key.

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Taking into Account Overall Travel Route Synchronicity

Although this possibly was just a ruse to use the word synchronicity, our landing location will largely play into the complete travel route we take over the next year.

We don’t know where we’ll go along the way, but the last thing we want is to back ourselves into a corner by landing in an awkward place to start our journey.

So we have to ask ourselves:

  • Do we land in the middle and spiral out?

  • Do we land in a ‘corner’ and travel a logical line between successive cities?

  • Do we land in far side of a specific region and work our way across?

Sadly, none of these options apply in a clear black and white fashion. To our dismay, Europe isn’t laid out in a grid like plan. Even something as simple as exploring just Ireland, let alone the rest of Europe has led to a few controversial opinions between the two of us. One of us says this way, the other says that way, each believing we’re being more logical.

Realistically, our route will be a matter of some logical semblance of most wise/logical travel patterns combined with opportunities that arise along the way.

So what did we really take into consideration here? Well, heck if we know. But at least it fueled a few interesting conversations.

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Taking into Account Time of Year

Just look up weather in Russia during the dead of winter and weather in India during the middle of summer. Need we say more?

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Taking into Account Visas

When traveling outside of your home country it’s imperative to be cognizant of countries that require a visa for entry.

Visas can be required depending on the reason for visiting the country, for the length of time you'll be there and/or required by default. The rules vary mainly on what passport you hold, and your planned country of destination.

Check with the country you're visiting as well as your embassy to see what the regulations and requirements are. For US citizens, the State Department’s Website is a great planning resource. Some visas are relatively simple and cheap to obtain, while others are expensive, time consuming and complicated to acquire.

To simplify our travels, we’re focusing on countries that don’t require a Visa for entry. Although, this is a good place to mention the Schengen, a group of 26 European countries that have agreed to allow free flow of their citizens within the area as if it were one country. In short, countries that are a part of Schengen allow US citizens to visit for up to 90 days within a 6-month period.

Our understanding** is that you can only spend a cumulative 90 days within any of the Schengen countries. Once you've reached 90 days within Schengen borders, you must leave and wait 90 days before coming back. For more detailed information and a list of participating countries read our article What's Schengen and Why It May Cut Your European Vacation Short.

** This is your typical disclaimer. We understand Schengen to work this way, however, please do your own research to make sure you're following the guidelines and regulations. We like to think we’re informed, however, we find that sometimes we're wrong. Please, don’t let it be at your own expense.

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Choosing Dublin, Ireland

Drum roll please! After much contention and serious deliberation, the winner is…Dublin, Ireland!

(Shannon here! I would like to mention, as I do in almost all conversations on this topic, that my first choice was to land in Shannon, Ireland. As I always say, “How fitting and epic would that be?!”)

But logic wins, and here’s why…

BOS to DUB (Boston to Dublin)

Boston to Dublin is just under 3,000 miles!

As mentioned earlier, transatlantic flights can be costly in fees, fuel surcharges, and taxes. But there are a few airlines that have minimal fees and surcharges, leaving these as prime candidates for our airlines of choice.

When considering airlines that we have miles with, as well as the best redemption values for each program, we settled on British Airlines using our Avios points. Most airlines redeem points by seat class and region of destination, however, British Airways’ Avios are redeemed based on distance (for more details, visit Upon Arriving).

With this in mind, most airlines charge between 30,000 and 80,000 points to fly across the Atlantic. However, if you leave from the East Cost of the United States and land in Ireland, the flight distance is minimal (relatively, of course).

However, this is where it pays to know the rules and hacks in award redemption! Traveling with British Airways from the US to Europe is expensive in out of pocket costs. So, the ‘travel hack’ is to use British Airways’ Avios with a partner airline that doesn’t charge nearly as much in out-of-pocket costs.

In this case, Aer Lingus is the winner! We can fly from Boston (BOS) to Dublin, Ireland (DUB) one-way, for only 12,500 miles each way, per person. In our case, this is a valuation of nearly 5 CENTS PER POINT! Pardon the all caps but it’s a known rule (there are exceptions like Starwood, Hyatt, Jet Blue, etc.) that most points are valued at one point per cent (for more details, visit The Points Guy).  So getting upwards of five is insane!

To put the cost into perspective lets’ compare it to a quick search on Kayak. Using the same date and flight type, non-stop (just as our ticket is booked) the cheapest flight is $620. That’s a factor of 10 compared to what we paid!

Tip: We manage all of our points and miles with AwardWallet. Having all of our account information securely stored in one place that auto-updates our account balances, and alerts us three months before our points/miles expire, makes tracking all of our reward accounts so much easier!

Update: Reward programs change their programs from time to time. Recently Aer Lingus launched the AerClub Avios program and their award charts have been updated. When traveling during peak times (mainly summer and around holidays) the flight from BOS to DUB is now 20,000 Avois points one way. That's an increase of 7,500 points. Plan ahead though, and travel during off peak times, and it's only going to cost you 13,000 points one way. That's an increase of only 500 points. (See the Aer Lingus Peak and Off-Peak PDF. For more detail on the changes, visit Upon Arriving.)

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SAN to BOS (San Diego to Boston)

San Diego to Boston, two for one, courtesy of the Southwest Companion Pass!

As you may have read in We Planned To Be Homeless, we first opted to do a road trip from Idaho to Washington, Oregon, and down through California. Conveniently enough, SAN is a much easier (read a larger) airport to travel out of than Boise, Idaho (BOI). This left us with more options and likely a lower overall cost***.

So, now that we know we’re leaving from BOS to get to DUB, we now need to get our butts to Boston!

This was a no-brainer for us since we recently earned the Companion Pass from Southwest.

The Southwest Companion Pass is a gem if you travel regularly and it’s achieved by earning 110K points within one calendar year with Southwest. Because we have this pass, anywhere Shannon flies, Sergio flies for free (excluding security fees and taxes of course). Therefore, it should be no surprise that we’re flying from SAN to BOS on Southwest.

We purchased our tickets, two for the price of one, with 9,336 points and $5.60 cents in fees and taxes for each ticket. The cash value of these tickets were $162 +$5.60 each, for a total of $335.20. We paid a handful of points and $12.20 total. Again, that’s a value of 3.6 cents per point thanks to the effective doubling with the Southwest Companion Pass!

*** Yes, SAN is an easier airport to travel out of, but we don’t discount the amount of driving we did to end up in San Diego. Our reasons to road trip it to San Diego had little to do with traveling convenience and more of personal and business needs. If it was based solely on leaving BOI (Boise) versus SAN (San Diego), we’d never consider driving roughly 1,700 miles to get to a more convenient airport. The cost of the wear and tear on the car, gas, and time, well out-weigh the savings of the better flight options.

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Overnight Airbnb

To accommodate healthy mind and body travel, we opted to stay overnight in Boston. The flight time from San Diego to Boston is seven hours, leaving at 6:20 am PST, a plane change in Baltimore (BWI) and landing in Boston at 4:40 pm EST. We could hop on a direct flight from there to Dublin, but that's another 5.5 hour flight, landing at 8:30 am local time. Instead we decided to take a 20-ish hour layover to save our sanity!

However, Boston isn't a cheap place to find a hotel. Plus, we wanted to stay very close to the airport, preferably within walking distance or within the distance of the complimentary Silver Line Bus Rapid Transit bus.

Boston Massachusetts Bay Transportation Authority has a free bus line from the Logan Airport to South Station. This then branches off to other lines throughout the city that generally cost a few bucks.

Using the common hotel booking/aggregating websites, we found that the low end cost of a hotel was about $100 or $83 for a private room at a hostel. We then looked on Airbnb and while there were some $50 hostel type rooms in the area, they weren’t available on our layover date. We found a decent room with a shared bathroom for $88. We booked it using a link that gave us $35 for being a first time Airbnb’er (use our Airbnb link and get up to $40 off your first stay!).

Out the door we paid $53 for the room. Not bad.

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Airport Lounge Access With Priority Pass

Travel Credit Card Benefits

We’d never paid more than $95 in an annual fee for a card (we did however get more value out of the card than the annual fee we paid). But so many blogs we’ve read recommend the Citi Prestige for heavy travelers. So, we looked into it.

Any card with an annual fee needs to pull its weight/value in amenities. The Citi Prestige (as of 2016) has a yearly $250 airline credit, membership elite status with a variety of programs and an assortment of other perks and benefits (for more details, visit Value Penguin).

The amenities for the Citi Prestige had us drooling (just a bit) and we sucked up the sticker shock and applied for the card.

Priority Pass with Citi Prestige Credit Card

One of the genius amenities of this credit card is the Priority Pass Select membership!

The Boston airport lounge was great! Fresh food (tons of veggies to keep us full!) and a great area for us to do our work in.

The benefits of each lounge varies, from fresh food and snacks, private WiFi, alcoholic beverages, to showers and sleeping pods. These lounges can be great for resting and recuperating between flights!

Most Priority Pass memberships allow the holder of the card and possibly a companion to get in, but usually the companion is still $27 per entry. What we love is that the Citi Prestige ups the game by allowing the holder of the card, to bring in two guests or their immediate family members (spouse, domestic partner and/or children under 18 years of age). Not to mention, that if you add an authorized user to your Prestige account, they too will obtain the Priority Pass Select membership!

We’ll be using this feature to rest and fuel up along our way from San Diego to Dublin. Naturally, we downloaded the Priority Pass app, but to find additional lounge details and reviews, we also downloaded the app Lounge Buddy (Get $10 credit towards your first lounge experience by entering the code SDj4d0G0IH. Enter it by launching the Lounge Buddy app, going to your profile, tapping options and then credit.)  

Priority Pass with Hilton Ascend Credit Card

We carry the Hilton Ascend credit card for the Hilton Honors Rewards benefits it offers, but it also happens to come with another great benefit: 10 Priority Passes!

So, if you can’t quite get to $450 for the Citi Prestige card, consider the Hilton Ascend credit card. You’ll get 10 Priority Passes a year along with several other great travel benefits:

  • Up to a 100,000 point sign up bonus (that's 20 free nights at category one hotels!)

  • Automatic Hilton Honors Gold Status

  • 12x points per dollar spent at Hilton properties, 6x points per dollar spent at gas stations and supermarkets, and 3x points per dollar spent everywhere else

  • No foreign transaction fees

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San Diego to Dublin, Airfare and Hotel for Two for Under $190

Total cost: $183.83

That’s under $92 per person to get from San Diego to Dublin, including a night at a hotel! If you look at just airfare, going straight from San Diego to Dublin, it's under $66 each!

Off the shelf options for this trip are roughly $1,100 on the low, end but realistically will cost about $1,500-$1,600 per person, for a total bill of about $3,000. That’s a hefty chunk of change!

Final Thoughts

Now that we have our travel tickets, we need to figure out what we’re doing in Dublin, at least for the first few days. We’re going to explore Woofing, HelpExchange and House Sitting opportunities.

We also know that once we’re feet down in Dublin we’ll walk and explore, trying to get to know local places and people. This will likely open up doors that sitting in front of a computer in the US just can’t do. We’ll keep you posted! In the meantime, if you have any Dublin travel ideas or recommendations, we’re all ears!