How To Boost The Guest Experience In Your City

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You, the Airbnb host, want the 5-star review. Your guest wants the 5-star experience. You can best control what’s directly under your control: when the guest is inside the Airbnb. But is there a way to control the guest experience outside the Airbnb?

You bet.

Airbnb has even spent billions of dollars on this very concept. It’s called Airbnb Experiences.

But why would you want to do that?

It occurred to me, as an Airbnb guest, that the experience I have in a city can affect the review I leave for the host. I think that’s true for most guests.

I’m speaking from first-hand experience as a host, too. Car thefts and car towings are common in San Francisco, where I manage Airbnbs. I went back to read the reviews from guests who had this happen to them. When this happens, the review doesn’t come or is neutral.

While the guest has never given me a lower rating due to car theft, I have never gotten one of those prized lengthy, positive reviews. I believe the length of your review, as well as the rating, affects your search rank.

The length of your review, as well as the star rating, affects your Airbnb search rank. Share on X

So why don’t we try to affect the guest’s experience in your city, a place you surely know more about than your guest?

We know that travelers book Airbnbs because they want to feel at home and live like a local. Often, you are the first one they’ll meet, virtually or physically. You hold the key to the city. You’re the most qualified person to steer them in the right direction and avoid potential bumps along the way.

Here are some simple steps for crafting the best Airbnb travel itinerary for your guests. But, please keep these the golden rule in mind throughout the process:

Keep it simple – travel can be overwhelming. Give ONE recommendation per day. If you have a lot of options in your city, provide an afternoon and evening recommendation.

IF you made stellar recommendations, your guest will ask for more. If more than 50% of your guests ask for more recommendations, add one more to your custom Airbnb itinerary.

Search Out Excellent Experiences

When curating your top picks try to offer options that make the guest feel like a local (the hole in the wall burrito shop, hidden cafe, unknown view of the city, etc.).

It is, however, ok to give a touristy alternative if your city is home to something remarkable like hot springs, the world’s oldest something-or-other, historical sites, must-visit museums, etc.

For example, in Almaty, Kazakhstan, 2-hours from the city, you can discover hundreds of 4,000-year-old rock carvings in a UNESCO world heritage site. A day trip for less than $30.

create a custom airbnb guest itinerary rock carvings kazakhstan
I’m standing the same exact spot a human did 4,000 years ago creating this drawing. Amazing!

Remember, the point of your itinerary is to take the guest off the beaten path. I want you to reveal some secrets about your city that will positively affect your guest’s experience.

Airbnb Experiences offers one-of-a-kind activities hosted by locals. Connecting a guest with another local offering a good time under the same brand? Now that’s impressive!

I’ve taken about a dozen Airbnb Experiences in numerous countries. Mostly, they’re awesome. Just be sure they’re not super touristy as the experience is less special. It doesn’t have to have hundreds of reviews. Go for unique!

Also, don’t rely on this. If there are one or two that you really think are stellar, go ahead and let your guest know.

If Airbnb Experiences aren’t in your city yet, you will probably still have tour companies. Seek out the best on behalf of your guest and recommend them.

You can draw some insight from this article of mine about how to find unique activities and meet people in a new destination.

One of my favorite resources (which Airbnb recently purchased) is Atlas Obscura. They have a catalog of hidden and unusual things to do in many cities. I love how easy it is to explore their world-wide catalog by entering any destination. They instantly provide a list of the coolest, most unique places to see in your area.

Using Atlas Obscura in Rio de Janeiro, I found a library with the oldest collection of Portuguese literature outside of Portugal. I love books and thought the architecture looked amazing. While there, I decided to get one of the greatest Instagram photos of all time. Always keep your typical guest preferences in mind. Do they have an interest in an Instagrammable photo or not?

most instagrammable rio de janeiro reading room

Provide Valuable Local Advice

Include helpful insider tips that they wouldn’t otherwise know if you hadn’t given them a heads up.

For example….

When I was in Barranquilla, Colombia I learned that the taxi’s don’t use a meter. As taxies have a reputation of scamming unassuming tourists, I was on guard, but this was totally normal. If I was this host, I would inform my guests about this oddity and assure them the average ride is about 10-minute and costs 6,000 pesos.

When I was in Istanbul, Turkey I was surprised that a large department store was not open at 11 am. In fact, the city seems to run 2 hours behind. Nothing is open before 9am. It’s not a morning city so everything opens late.

A common confusing point is tipping. Is it common? If so, how much is sufficient?

Is there a landmark building with an epic view that you know most guests will visit? Do you also happen to know the best and busiest time to go is for sunset, but if you go just a bit earlier at 4:30 pm instead of 5 pm, you won’t have to wait in a line but can stay through sunset and you’ll get a seat. Now that’s an inside tip!

When I was in Rio de Janeiro, Brazil I found an amazing view of the entire Leblon and Ipanema beaches just 35 minutes from my doorstep including a 15 minute easy hike. The three times I went, I only saw a maximum of two other people and the entry was free.

view of leblon and ipanema beach from secret hike rio de janeiro

Help Your Guest Eat Like A Local

Self-admittedly, I’m not a foodie. *ducking my head to avoid digital bread rolls and thumb-down ratings being hurled at me*

However, I understand that I’m the odd man out here. People travel for food! I mean people really look forward to eating while on vacation. You do not want to disappoint them in the eats department. No chain restaurants unless it’s In-N-Out (if you’re from the United States, you know).

Never overwhelm with too many dining options. Instead, give them the best of the best.

I recommend suggesting your favorite café, one dining experience, one solid brunch option, a trustworthy dessert spot, and, don’t forget to include a hole-in-the-wall that the locals go crazy for.

Take into consideration the location of your Airbnb to the proximity of the restaurants and daily activities. Make pairings that are convenient for them and don’t make your rental seem out of the way. Provide useful details that save time & money. They’ll appreciate you for it.


  • Brunch at [insert name of great restaurant here] then enjoy a stroll through the botanical gardens before the after-work crowds. For something you can’t get anywhere else, order the crab salad eggs benedict.
  • An invigorating hike at [insert a great place to hike here] followed by lunch at [your favorite roadside vendor. Tip: tell Benny, the man behind the food cart, I sent you and he’ll give you free dessert.
  • Day at white sand beach, go to the north end for a quieter atmosphere. Grab some killer fish tacos from this little stand called [insert name here] off the road.

Make It A Custom Itinerary

For not much extra work, you can make the itinerary look totally custom for each guest reservation.

The average Airbnb reservation is three or four nights.

Plan out your guest’s stay for them with a four-day itinerary.

You can easily lengthen this to 7-days by doing one of two things: inserting rest days or common touristy activities.

In general, though, you want to avoid the common touristy things. Assume the guest already found it.

You can make it look super custom by labeling your guest itineary with the days of the week. Or, you could use Day One, Day Two, etc.

Email With Reservation Confirmation

Create your itinerary as a stand-alone document like a PDF. Don’t use a service where the guest needs to download an app or create an account to view it. Also, not everyone uses Google so don’t use Google Docs.

The best time to email it to your guest depends on the lead time between reservation confirmation and check-in date. The average reservation is about a month in advance. If this holds true with your listing then send this message about a week after booking confirmation and well in advance of check-in. This will offset some of the panic your future guest may feel when they realize they haven’t planned anything three days before check-in.

We don’t send it with booking confirmation for fear of information overload. If you follow my message flow templates and strategy guide then you’re sending the guest a shortlist of your favorite local recommendations upon booking confirmation. When the guest pays and reserves, this is exciting and a bit frightening for them. Help them continue to realize they made the right decision by choosing your Airbnb.

If the reservation is within the week, then I suggest you send this extra bit of information upon booking confirmation. It’s likely the guest won’t have enough lead time to thoroughly research the best of your city.

Example Custom Itinerary For Your Airbnb Guest

guest custom travel itinerary product optimize my airbnb color


Everything your guest encounters while visiting your city, not just the quality of your Airbnb rental, will affect the review that they leave you. Share on X

Offering this thoughtfully curated itinerary before your guest arrives saves them the time it would take to research activities on their own.

You can do it once, for all of your guests. Or, you can force all of your guests, who are less familiar with your city than you are, to do it.

You’ll have to set aside some time to think about this. Make it a date with a local Airbnb host friend. Or bring it up at your next local community Airbnb meetup.

The primary guest may forward the itinerary to the others in their group or take all the credit themselves. All good! At the very least, it shows them you’re looking out for them before they even arrive which makes you the real MVP.

Recently, I’ve decided to offer this as a service. You can purchase the custom itinerary where I’ll ask you to fill in a form with relevant information and I’ll design the PDF based on the example above.

Bubbling over with ideas of what to include in your custom itinerary? Try making one for your future 5 guests and see if it helps you get those 5-star ratings. Do you offer an itinerary? Tell me in the comments.


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