1:1 Travel Coaching | Vacation Planning Help
1:1 Travel Coaching

Too many vacation planning decisions? Need to talk with an expert?

Talk through the vacation planning decisions that have you stuck. Get personalized guidance to weigh your options and bring your trip together with more confidence.

Purchase coaching
1:1 Travel Coaching Session. 60 minutes of personalized guidance to help you plan and travel with confidence.

Expertise from 30 Years of real-world travel

We have been planning vacations for 30 years to 66 countries and territories, 34 U.S. states and all 7 continents, plus 31 cruises. We want to use this expertise to help you with your vacation planning so you feel confident with the decisions you make.

Choose the support you need

One 60-minute session

Focused guidance

$150

Focused guidance for the questions in front of you.

Compare your options, work through a decision that has you stuck or get another perspective on your plan.

Three 60-minute sessions

More time to go deeper

$400

More time to work through connected planning decisions.

Explore how your destination, timing, budget and group's needs affect one another. Return with new questions as your plans develop and work through what those answers mean for the rest of your vacation.

Your first session is scheduled now. The remaining two 60-minute sessions will be scheduled at another time.

How it works

After you purchase either coaching option, you will immediately see the Vacation Planning Help calendar where you will schedule your 60-minute session (or first of three sessions). Sessions occur over Microsoft Teams. You will receive the online meeting link in an email once you have scheduled your first session. If you purchase the three 60-minute sessions, you will schedule the second and third sessions at a later time. The three sessions must be completed within four months of the purchase date. See our Terms of Service for our cancellation policy.

Frequently asked questions

Answers to common questions about Vacation Planning Help 1:1 travel coaching.

What is 1:1 travel coaching?

1:1 travel coaching is personalized vacation planning guidance delivered in a 60-minute Microsoft Teams session with Vacation Planning Help. You can talk through vacation planning decisions, compare options and get another perspective on your plan.

What can I ask about during a travel coaching session?

You can bring vacation planning questions, destination choices, timing decisions, trip type decisions, group needs, budget considerations or an itinerary you want to talk through.

What is the difference between the one-session and three-session coaching options?

The one-session option includes one 60-minute session for $150. The three-session option includes three 60-minute sessions for $400 and gives you more time to work through connected decisions as your plans develop.

How are the coaching sessions held?

Coaching sessions take place over Microsoft Teams. After scheduling your first session, you receive the online meeting link by email.

When do I schedule my session?

After purchasing either coaching option, you immediately see the Vacation Planning Help calendar and schedule your 60-minute session or the first of three sessions.

Do I have to schedule all three sessions at once?

No. If you purchase three 60-minute sessions, you schedule the first session after purchase and schedule the second and third sessions later. All three sessions must be completed within four months of the purchase date.

Is travel coaching the same as a travel agent service?

No. Vacation Planning Help provides coaching and guidance to help you make your own vacation planning decisions. The service is designed to help you evaluate options and plan with more confidence.

What is the cancellation policy?

Cancellation terms are provided in the Vacation Planning Help Terms of Service.