Guide To Saving Money On Flight Bookings

Deciding when to book your flight to get the best price can be frustrating. Do you wait to try to get a last minute deal? Should you book in advance? How do you navigate expensive tickets around the holidays? With the help of Jeff Klee, CEO of CheapAir.com, Warren Chang, Vice President and General Manager of Fly.com and Anisha Sekar, Vice President of Credit and Debit Products for NerdWallet, we’ve created a guide to help travelers make the right choices when booking flights.

When is the best time to book?

While booking as early as possible is the general rule of thumb to getting great flight deals, this also depends on how far away your travel dates are. In general, if your trip is more than three months away, wait.

Explains Chang, “Airline sales tend to target travel dates that are two to three months out, most of the time, so flights beyond that window generally are priced at a higher level until the sales target those dates.”

Klee adds there are a few myths related to booking flights. One is that the further in advance you book, the better. The other is if you wait until the last minute, there will be unsold seats that the airlines will practically give away. Both of these are untrue in almost all cases.

The truth is, there is no hard and fast rule; however, there are some general trends to be aware of. Most airlines will open their flights for booking about 11 months in advance. Usually when a flight first opens for sale, fares are on the high side. The airline will keep them that way for a while to get a sense of the overall demand. As it gets closer to the flight date, you’ll begin to see sporadic sales. Then, depending on how heavily booked a flight is, you might start to see more frequent and aggressive discounting.“On average, six weeks in advance is the least expensive time to buy a domestic flight – but that does fluctuate quite a bit,” says Klee. “With popular markets on popular travel dates, it’s best to book even earlier. And always try to book at least 21 days in advance.”

This dynamic changes a bit during holidays, making it much more important to book early. The basic factor affecting a flight’s price is how full it is. In fact, airlines typically offer five to 15 different prices for the same flight, just at different times. Usually, airlines will sell the first 20 seats at their lowest fare and the next 20 at the next lowest fare, with the pattern continuing until the flight is sold out. In short, the fuller a plane is getting, the more expensive the seats will be.

What days of the week are cheapest/most expensive to fly?

Although there are always exceptions, Tuesdays and Wednesdays rank as the least popular days and are usually the least expensive to fly. Additionally, because it’s common for travelers to fly on Fridays and Sundays, they are the most expensive. According to Chang, Wednesday afternoons specifically are the best time to book.

“Tuesday and Wednesday are the days of the week when airlines release their sales,” he explains. “Once all the sales are released, other airlines may match some of the discounted fares, so waiting until Wednesday afternoon allows for these matching airlines to file their fares as well.”

Keep in mind, around the holidays the rules change. For example, during Thanksgiving week, Wednesday and Sunday are two of the busiest and most expensive travel days of the year. Additionally, the Tuesday before and the Monday after are also more expensive than usual.

“You can save a lot if you avoid those days,” explains Klee. “The best days to travel out are generally the Saturday or Monday before Thanksgiving and the best days to travel back are the Friday, Saturday or Tuesday after. Of course, if you can fly on Thanksgiving Day itself you can usually get a great deal, too.”

For Christmas and New Years, the day after is usually very expensive, as are the Fridays and Saturdays before and the Sundays after.

Tricks And Tactics

The main tactic to saving money on flights is to be as flexible with your dates as possible. If you are locked into exact travel dates, it will be more of a challenge to get a great deal. However, if you are willing to fly on multiple sets of dates, the odds of finding a good deal
get better. Moreover, being flexible with the times you travel is a big help.

Says Chang, “Flying late morning through afternoon is often a lot more expensive than catching a red eye or hopping on the first flight of the day.”

Alternate airports can help, too. “If there is more than one airport near your origin or destination city, check them both,” advises Klee. “The more options you have in terms of airports and travel dates, the more likely you will find what may be one of the last discount seats to where you are going.”

Knowing what you’re paying for before you book is also important. While a recent law set by the U.S. Transportation Department states airfares shown in advertisements must be “the entire price to be paid by the customer,” there are still other charges like baggage, entertainment and meal and beverage fees.

As long as you’re not wedded to a specific hotel, looking for a package deal can also help you save a bundle on flights. When doing this, you can sometimes get an almost-free hotel or car rental.

“Over the years we have seen some spectacular deals where, for as little as $2 more, you can also stay at a top-notch hotel,” says Chang.

Furthermore, it’s a good idea to start checking fares as soon as you know your potential travel dates and airports. If you don’t like what you find, and you have two months of more, make a point to check back every few days. As soon as you see a good deal, book it. Availability changes quickly around the holidays and what you see today will very possibly not still be available tomorrow.

Online Tools

When trying to find a deal, make use of the online tools available to you. CheapAir.com offers a “Price Drop Payback,” where they refund passengers the difference if a ticket they purchased drops in price. Furthermore, Bing Travel features a price predictor to help you decide if you should wait or buy now by showing if fares are rising or dropping. Kayak is also helpful, as it shows fare history charts to give you some foresight. If you have Twitter, Fly.com has an award-winning feed for flight deals, being nominated as one of the best by Time Magazine. Additionally, using aggregator sites like the ones mentioned above, as well as Skyscanner, Orbitz, cheapOair and Hotwire can help you compare airline prices.

Use Your Miles And Points

According to Sekar, the key to effectively using credit card miles and points to book flights is flexibility. Being willing to tweak your dates to get the best value is important. Additionally, timing your flights to coincide with higher ticket prices for the same rewards amount is beneficial.

Sekar also generally recommends using regular credit cards over airline-specific cards, unless there is one carrier you use all the time. Furthermore, using your miles to book holiday flights usually offers the worst redemption value.

So, what cards give you the best value? In terms of deals, the Chase Sapphire and Chase Ink Bold offer a 25% points boost when you use your Ultimate Rewards Points to book travel through Chase. Also, the Starwood American Express nominally pays out in Starpoints, but you can trade 20,000 Starpoints for 25,000 miles on many major airlines for a value of 1.25 cents per Starpoint earned.

In terms of general flight booking, the Capital One Venture Rewards and BankAmericard Privileges with Travel Rewards offer some of the highest earning rates, and most flexible rewards, in the business.

“Both give two miles per $1 spent on all purchases, and allow you to redeem your miles against any travel expense, be it airfare, baggage fees, gas or meals in the hotel’s dining room,” explains Sekar. “Because you redeem your miles as a statement credit, you can be sure you’re getting the full one cent per point value.”

The Truth About Holiday Travel

If you’re traveling around the holidays, you’re going to need to be realistic. This is the time when flights are almost always going to be more expensive than other times of the year. Airlines understand on peak travel days, demand exceeds supply. In response, they increase prices, add surcharges and limit low fare options.

“If you went to Chicago last spring for $238 and now the fare is $320 over the holidays, don’t
assume that this is an aberration and it will come back down,” explains Klee. “Paying up to $100 more for a domestic flight during holiday time is, unfortunately, not uncommon. In fact, prices can go up even more than that if you don’t book far in advance.”

[Images via Shutterstock]

What To Do In New England’s Berkshires

One hundred sixty-two years ago, Herman Melville made an impetuous decision to move to the Berkshires after going on a picnic with Nathaniel Hawthorne and Oliver Wendell Holmes. He was taken with the region’s beauty and believed it would be a quiet refuge that would be an ideal place to write.

Melville penned Moby Dick at Arrowhead, the farm he bought in Pittsfield, but the book was a commercial disaster and he wasn’t able to support his family from his writing and half-hearted attempts at farming. He left the Berkshires to become a customs inspector in New York after a 13-year stint at Arrowhead, but retained his strong affinity for the region.

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The rural splendor that seduced Melville and others continues to bring creative types to the Berkshires from around the world, but the high cost of living means that it’s still difficult for starving-artist types to afford to stay for very long. There may be no other rural area in the country that has the combination of natural beauty and abundant cultural offerings as the Berkshires. The region’s proximity to New York and Boston makes it a popular, and pricey, weekend getaway.But you don’t have to break the bank to enjoy a short getaway in the Berkshires, especially if you visit during the week. On a recent trip to the region, we found a double room for $89 at the amiable Yankee Inn, just a few miles outside Lenox, a delightful town within spitting distance of a host of natural and cultural attractions. We liked it so much that we considered extending through the weekend, until we found out that our room rate would skyrocket to $259 per night.

Below you’ll find some suggestions for how to spend a short getaway in the Berkshires without breaking the bank. You can hit all of these places if you start in Williamstown, and proceed east and south to N. Adams, Adams, Hancock, Pittsfield, Lenox and Stockbridge.

WilliamstownHome to Williams College, one of the country’s finest liberal arts colleges, this handsome, walkable town has more going on than many cities with ten times its population. With the Williamstown Theater Festival, The Sterling & Francine Clark Art Institute and the Williams College Museum of Art in town, there’s always something going on in this classic New England town.

MASS MoCAThe Massachusetts Museum of Contemporary Art is one of the coolest museums I’ve ever been to, even though most of the exhibits went right over my head and reminded me of something that might have been discussed on an episode of Sprockets (see video). Three things I love about this place: 1) it’s located in a restored 19th century factory complex that’s an attraction in and of itself, 2) my kids loved the dinosaurs, Legos and opportunities to do arts and crafts projects in the museum’s Kidspace, and 3) the museum café is one of the best of its kind anywhere, with good food, drinks and ice cream at reasonable prices.

Bike the Ashuwillticook Rail TrailA scenic 11-mile bike/recreation path that begins next to the visitor’s center in Adams, and winds its way through Lanesborough and Cheshire. If you want to get your adrenalin flowing even faster, the region is also well known for its whitewater rafting.

Mt. Greylock State ReservationMt. Greylock’s peak is the highest point in Massachusetts and it’s a great spot for a scenic drive or hike. Melville is said to have loved the view of Greylock from the window of his home in Pittsfield.

Ioka Valley FarmMy boys, ages 2 and 4, loved the farm animals, slides, games and hayride at this family farm, which was established in the 1920s. It’s not dirt cheap at about $30 for a family of four, and I found their syrup for sale at a supermarket in Lenox for a lower price than they sell it for at the farm, but if you have young kids, you’ll want to bring them here for some low-tech, educational fun.

Melville’s ArrowheadThis is a great place to learn more about Melville’s fascinating life story and there’s a replica whale and whaleboat in the yard that makes for a great photo opp (see above).

Lenox- Classy little Lenox has a great, walkable little historic core that boasts some classic old New England homes, a great little bookstore, a host of expensive restaurants and the Old Heritage Tavern, a great place for dinner and drinks that’s a rare bargain in these parts. While in Lenox, you might also want to hear some live music at Tanglewood or take in a show at Shakespeare & Company.

Kennedy Park in LenoxRight next to Lenox’s lovely 18th Century Church on the Hill, you’ll find Kennedy Park, which is a beautiful, quiet place for hiking, jogging and mountain biking. There are 15 miles of shady, wooded trails – my favorite is the Red Neck – but all of them are quite pleasant.

Stockbridge– This is yet another enticing little town that’s perfect for a leisurely stroll. And if you like Norman Rockwell, who lived in the Berkshires for the last 25 years of his life, you’ll want to visit the Norman Rockwell Museum.

See How the Other Half Lived- The super rich have been summering in the Berkshires for a very long time, and there are a host of posh estates you can tour, or if you’re frugal or have a short attention span, gawk at from the outside. Check out Naumkeag in Stockbridge, and homes built for Edith Wharton (The Mount) and J.P. Morgan’s sister (Ventfort Hall) in Lenox.

See How the Other Half Lives- You might get kicked out, depending on how you’re dressed, but stop by the Wheatleigh in Lenox to see where those with some serious cash stay and eat when in the Berkshires. Room rates range from $715 for basic rooms to $21,000-$35,000 per night for use of one of their 19-room “palazzos.”

[Photos by Dave Seminara]

10 Questions To Ask Yourself Before Choosing A Travel Partner

One of the most important decisions you’ll make when planning a trip is who you will travel with. While choosing a travel partner from hell will leave you miserable and wanting to go home, picking the right companion can enhance your trip as you share new experiences together. To ensure you make a good choice, here are 10 questions to ask yourself before choosing a potential travel partner.

Do you have similar budgets?

In my opinion, this is one of the most important questions to ask. If your partner is looking to eat at five-star restaurants and stay at luxury hotels, while your plan is to eat street food and CouchSurf, there are going to be problems. You never want to be made to feel like you’re compromising your travel experience to please someone else. Moreover, you also don’t want to go broke trying not to appear cheap in the eyes of your companion. Have a candid talk with your potential travel buddy about what their budget is, and how much they are willing to compromise. Would they mind staying in a hostel instead of a hotel? Would you mind going out to eat three nights a week if they’re okay with eating fast food during the rest of the trip? Ask these questions before you book, not after.Is this person independent or co-dependent?

When I tell people the story of traveling through Europe with an extremely co-dependent backpacker, they usually think I’m exaggerating. Sadly, I am not. If I so much as went outside to read a book without her, she would scream at me. If I made new friends, she became jealous. If I showed an interest in doing something that wasn’t in her already-made plans, I would get the silent treatment. There are some people out there who really don’t want any alone time when traveling. And, if that travel style matches yours, that’s fine. However, if your the type of person who likes to walk around on your own at times, or even just wants the option to be able to if you want, make sure your potential travel partner will be okay with this. In my opinion, the best travelers are a mix of both. You want someone who is excited to share new experiences together, but who also won’t freak out if you need a break sometimes.

What interests do you share?

While at work or Friday happy hour it doesn’t bother you that your friend is a party animal who sleeps the weekends away, it may when you’re spending 24/7 together. While you don’t need to plan an itinerary, discussing some possible activity scenarios is a good idea. Would your partner be interested in a homestay, to get closer to the local culture? How adventurous are they? Is their idea of a vacation lying on the beach the whole time, or exploring the city? Make sure you’re on the same page when it comes to what interests you have, because if your friend wants to browse museums while you’d rather go hiking and horseback riding, it probably won’t work.

What type of accommodation do you want to stay in?

This is another area where I have gotten into trouble with travel partners. While my only qualification for an accommodation is that it doesn’t have bugs, my travel partner in South America wouldn’t stay in dorms with more than four people and wanted to scope out every hostel before we booked. Moreover, while I was interested in CouchSurfing and meeting locals, she wasn’t. Luckily, we were both very independent and were fine with staying in separate accommodations and doing things together during the day. However, don’t assume your partner will be okay with this situation. Talk about it before committing to travel together.

How flexible are they when it comes to planning?

How much does this person need things planned out compared to how much you do? If you’re the type of traveler who enjoys just showing up to a place and living in the moment, you probably won’t enjoy your trip if your partner needs every moment of every day written in an agenda book. Discuss your travel styles and what your ideal amount of planning is, and see if you can reach a compromise.

How do they react to stress?

When traveling, I don’t get stressed out unless the people around me do. Incidents like lost luggage, broken electronics, missed trains and less-than-perfect hotel rooms don’t ruin my vacation. Because of this, I refuse to travel with anyone who freaks out over a lost shoe or a broken air conditioner. Yes, mishaps are annoying; however, if something isn’t jeopardizing your safety, you shouldn’t let it ruin your trip. Even more importantly, you shouldn’t let someone else let it ruin your trip.

What is their routine like?

Looking at a person’s everyday routine can give you insight into how they’ll travel. Do they take three hours to get ready? Are they big into partying? Do they sleep late or wake up early? Are they the type to sit inside all day doing nothing? Of course, people do act differently while on vacation depending on what they want to get out of the trip; however, if your friend is the type who can’t get up before noon if they’ve had too many beers, you may want to re-think traveling together.

How are your conversations?

Can the two of you hold a good conversation? Better yet, is silence awkward or comfortable? Do you have a similar sense of humor? You’ll be practically living with this person if you travel together, so you want to make sure you can have enjoyable talks without any discomfort.

How will it affect your relationship if the trip goes sour?

If you’re traveling with a close friend who you’ve never traveled with before, how will it affect your relationship if you don’t end up being compatible as trip buddies? Will it ruin the friendship? If so, maybe you should think about traveling with someone you don’t know very well, such as someone from CouchSurfing or Globetrooper. If you do go with your close friend, make sure to candidly discuss your travel styles, goals and that if you end up not being good as travel partners it doesn’t mean you still can’t be close friends.

Would I be better off traveling solo?

If you’re unsure of who would make a compatible travel partner, why not travel solo? Think about it. You won’t have to compromise your trip to please anybody else. Instead, you choose exactly what you want to do, and when you want to do it. No discussions necessary. Additionally, you’ll open yourself up to meeting interesting people on the road, having new adventures and getting to really know your capabilities.

[Image via Images_of_Money, Vagabondish, anna gutermuth, Big Stock]

Infographic: Road Trips, Now And Then

The price of road trips, what it takes to make them happen and what we do along the way have changed over the years. Not all that long ago, iPads were not the mobile way to entertain children as DVD players ruled the roads and mini-vans of family vacations. Going back further in time, we find camping that was nearly free, a Burger value meal cost almost ten times less and the price of gas would not have been a consideration by today’s standards.

This infographic from Baby Authority illustrates just how much has changed in 50+ years of road trips and makes us wonder what traveling the road will be line 50+ years from now.

Click to Enlarge Image

[Flickr photo by Stuck in Customs; Infographic via Baby Authority]

How To Decide Between Slow And Rapid Travel

One of the toughest decisions when planning a trip is deciding whether to get to know one or two areas extensively, or pack in as much as you can at a rapid pace. As someone who has taken both types of trips, I can appreciate the benefits of each. It all depends on your travel philosophy and what you want to get out of your trip.

The Benefits Of Slow Travel

If you’re unsure of what slow travel is, it’s traveling slowly both in pace and in your mindset. This type of traveling involves taking your time to really appreciate your surroundings. The thinking is that you would rather get to know one place fully than more places a little bit. When you slow travel, you get a more in-depth knowledge about the culture. And for many people, gaining a broad understanding of a place and its inner-workings is more meaningful than seeing extra cities.

This thought occurred to me recently when I was at a BBQ with a friend of mine who has lived in various cities all over the world teaching English. When another attendee who was the same age as my companion began rattling off the over 150 countries he’d visited, my friend turned to me with a sad expression and said, “He’s traveled everywhere and I’ve only been to a handful of places.”Of course, the grass is always greener on the other side, and I had to explain to him that this person probably visited so many countries because he stayed in every city for a few nights, learning only surface information about the food, customs, language and daily rituals of the people.

I had my most memorable slow travel experience when I stayed in Ghana, Africa, for a month. I home-based in the village of Achiase, staying with a family and volunteering at a local orphanage. During the experience, I got to spend a lot of time with locals, learning about social etiquette, typical dress, how everyday foods were prepared and what kinds of topics the children learned at school. Because I also wanted to see some of the historical and nature sites outside of the village, I went on weekend trips to other cities via the tro-tro. Because of the pace I traveled at, I never experienced any travel fatigue, a common side effect of long trips.

If you are taking an extended trip and traveling slowly, I highly recommend doing a homestay, as that’s the best way to get to know the culture first hand. Moreover, don’t pack your days with endless activities. Instead, take it all in slowly and enjoy every second.

Along with the benefit of cultural immersion and less travel fatigue, it’s also easier on the environment and your wallet. Staying in one or two places means using less fuel, and overall just leaving a smaller carbon footprint. And, you won’t have to spend as much money on transportation and site entry fees.

Slow Travel On A Short Trip

While many people talk about slow travel on extended trips, it is also possible to travel this way on shorter trips. Again, try to focus more on learning and experiences and less on sightseeing. Your first step is to choose your home base. Try to pick a city that has much to do or an interesting cultural aspect, as well as one or two interesting day trips. If you have a laundry list of sights to see, cut it in half and fully experience just a few. Moreover, instead of staying in a standard hotel, try to stay somewhere where you’ll feel at home, like an apartment, short homestay or with a local on CouchSurfing. Cozy bed and breakfasts can also be a good option, especially if you spend time chatting with the owners.

Another good decision is to find one or two establishments you love and become a regular at them. Of course, eating at the same restaurant for dinner gets boring when on vacation; however, choosing a favorite coffee shop or ice cream parlor will help you establish a similar routine to that of a local.

If you have a specific interest, one idea that can be helpful is to choose a destination that caters to it and fully immerse yourself in learning all you can. For example, if you’re interested in wine you may want to head to Napa Valley, Burgundy or Mendoza, stay on a winery and get to know local viticulturists and what they do. Personally, I love giving myself missions like this on my trips because it helps lead to deeper discoveries than most tourists get to make.

The Benefits Of Rapid Travel

While slow travel wins the argument for cultural immersion, sustainability and budget-friendliness, there are many reasons to opt for a rapid travel trip. First of all, if you don’t get to travel very often, you may want to consider seeing as much as you can in one shot. Moreover, if you have a certain travel goal that requires seeing many different cities, like visiting castles, hiking various terrains or seeing historical sites, you may want to stick to an itinerary that allows for a broad diversity.

My favorite rapid travel trip was through Patagonia. I stayed two, sometimes three, nights in each city, making my way from Bariloche down to Ushuaia and over to Chile. The quick-paced style worked in this case because my main travel goal was to hike as many different landscapes as possible. And, because each area of Patagonia offers contrasting scenery, I loved being able to see as many as possible.

The truth is, not everyone travels to experience culture and to learn deeply. There are travelers who love city hopping, taking in the major sights and experiences and then moving on. If your restless legs start itching after a few days in one place, you may be better off with a rapid travel itinerary.

Rapid Travel On A Short Trip

I will admit, this can be tricky. Personally, I recommend fast travel only if you’ll be somewhere for at least two weeks. That is, unless you want to spend most of your vacation on public transportation. However, it’s not impossible, and if you can plan a good route that doesn’t require too many lengthy train journeys, go for it. If opting for this, your best bet is to plan a detailed itinerary out in advance. Make sure all accommodation and flights are booked and that you know exactly what you want to do in each city. Once this is sorted, book any tours beforehand, or as soon as you arrive to the destination to avoid any time-wasting hassles.

The Verdict?

Personally, I love both travel styles, and incorporate both into my trips. I often switch back and forth between slow traveling in one destination, then rapidly traveling from city to
city and country to country on another. It all depends on what you want to get out of your experience.

[Travel Salem, taylor.a, roger4336]