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Learn How to Make the Vacation Planning Process Less Stressful

A vacation is something you anticipate with excitement, but sometimes the planning can become overwhelming. Fortunately, today you have an abundance of resources at your fingertips to help plan your own trip—or you can reach out to a travel specialist for help. Either way, knowing what is involved in the planning process can make your experience that much easier. Explore the below guide full of tips for planning your next vacation, whether it be with family or friends, a road trip, or a vacation on a budget.


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Travel can represent financial risk. No matter your destination, there’s always a chance you could face an unanticipated cancellation, interruption, mishap, or emergency.

WorldTrips offers travel insurance and travel assistance services to guide you through the unexpected and help ease your stress. We enable travelers to explore the world with confidence.

  • A partner when you need it. Contact us anytime and from anywhere. Our multilingual customer support team is on call 24/7 to answer your questions if an emergency arises.

  • A plan to fit you. Choose from several different types of travel insurance with varying coverage levels and optional upgrades to create personalized coverage for your trip.

  • Proof of coverage. Proof of coverage will be delivered to you immediately upon purchase. Easily access your insurance card and visa letter to prove you have coverage throughout your entire trip.

How to Plan a Vacation Trip

Escape for a while, experience something new, and enjoy times either alone or with family or friends on your next vacation! You want it to be perfect, but how do you pursue the travel planning process without becoming overwhelmed?

Knowing tips and techniques of how to plan a trip in advance can make all the difference in how you go about it. To get started, here are the essential things to consider when planning a trip:

  • Who is going? Will you be going solo, as a couple, with family, or with a group of friends?

  • What is your trip budget? Determine how much money you or the group have available to spend on your trip to help decide how you’ll travel and where you will go.

  • What is your destination? You might have a destination already in mind, and or you might need to research where you want to go. You may also need to investigate aspects of your destination such as whether it’s well-suited for families or caters towards singles.

  • How long will your trip be? Will it be a weekend or a couple of weeks?

  • Will you be planning it yourself or seeking out a travel service? If booking transportation and accommodations seems overwhelming, consider hiring a travel service to do it for you.

Once you have these basics figured out, the next step is to determine how to plan a travel itinerary. An itinerary helps keep you on track with logistics like flight times, hotel addresses, and scheduled activities or events. It also consolidates all your travel information in one place.

Choose your destination, select transportation mode and schedule (e.g., flight dates and times), and add accommodations. From there, add events to attend and times to visit certain sights.

There are many ways you can develop and organize your itinerary. For help, check out a few vacation plan examples and customize them to fit your unique circumstances.

 

Do I Want to Use Vacation Planning Services?

You may be asking yourself whether you should make vacation plans on your own or use a vacation planning service. The answer will depend on different factors, including how many destinations are involved and how complicated the logistics become.

If you enjoy vacation planning and are flexible, then go for it on your own. Utilize the available planning trip apps such as TripIt and Roadtrippers. Also, check out helpful travel planning websites. While it may take up more of your time, you’ll feel more in control of your choices and budget.

If you prefer to use vacation planning services, there are definite pros and cons as well. You can save time and discover deals you may not otherwise be aware of from your own searches. Working with a vacation planning service can also relieve you of some of the stress of planning and can mean you have a contact if things don’t go as planned. For example, if your connecting flight gets canceled, you can contact your service and they will find a solution for you.

If you do work with a vacation planning service, it’s important to consider the cost of the service. Expect to pay fees anywhere between $100 and $600 or higher depending on the level of services you require.

To find the best vacation planning services, start by asking for recommendations from friends, family, or co-workers. You can also venture online and search for reviews on Yelp.

 

How to Plan a Trip with Friends

Knowing the best practices for how to plan a trip with friends can help ease tensions and make sure everyone enjoys their time together.

Determine who is going and what the trip goals are first. Start by setting your trip expectations and begin to brainstorm all your trip with friends ideas so everyone is included in the decision-making process. You may need to compromise to come up with the perfect getaway destination to please everyone.

A few questions to ask when planning a group vacation include:

  • What is everyone’s budget?
  • What destinations are most anticipated?
  • Are there any accommodation preferences?
  • What type of sleeping arrangements is everyone comfortable with?
  • What type of vacation does everyone want? Relaxing or adventure filled?

Consider the responses from everyone in the group and gain a consensus. From there, start building an itinerary making reservations.

For additional help, use a group trip checklist to save time and to ensure you don’t forget anything.

 

How to Plan a Family Trip

Ready to plan a family trip and get away from your daily routine for a while? Here’s what to consider:

  • Choose a family-friendly destination with hotels and activities nearby that your family will enjoy. You may want to consider all-inclusive resorts or accommodations with food services and additional activities for children.

  • Determine a suitable mode of transportation to get to your destination and for when you arrive. If you have smaller children, try to book direct flights to avoid fatigue.

Do you dread the idea of taking kids onto an airplane? Read about the best tips for flying with kids.


  • If you’re traveling overseas, consider how to ensure the safety of your family along the way and at the destination.

  • For family trips abroad, consider a family travel medical insurance plan to ensure the whole family is covered for unexpected medical expenses if your primary health insurance doesn’t provide coverage abroad (many provide limited coverage or do not provide coverage while abroad).

One way you can lower the stress of planning is to elicit the help of a travel agent specializing in family vacation planning services. The advantages to this are that it will save you time and provide services you may not have already considered. Vacation planning services catering to families can offer specific itineraries and transportation options and recommend accommodations that will benefit all members of your family.

One tool you can also use, whether planning on your own or using a service, is a “planning a family vacation checklist.” Tools such as this can serve as a way to ensure thorough planning when you need it the most.

 

How to Plan a Road Trip

Road trips are about so much more than just getting to the final destination. Create an itinerary that fits your needs while still staying flexible enough to allow for surprises along the way.

Consider the following when planning your next road trip:

  • Determine your starting point and final destination, along with target dates and times.
  • Select the route you will drive. Will it be scenic roadways, back roads, or highways?
  • Choose your vehicle based on dependability, gas mileage, and size. Before the trip, schedule time to service your vehicle, including an oil change, fluids check, and tire rotation.
  • Pinpoint stops along the route and what to see or do at these locales.
  • Factor in enough time to allow for some flexibility in your travels. You may find you want to spend more time at a stop or discover something new to explore.
  • Consider your safety at all times and any measures you can take to stay well on your trip.

Road trip planning will also depend on whether you’re going solo or with others. If you’re planning a road trip with friends, one question you need to ask is how much everyone will pitch in budget-wise for gas and stops along the way.

You’ll also need to ascertain how much time everyone has to devote to the road trip and what vehicle will best accommodate everyone comfortably. Obviously, you’ll want to choose friends that get along well, especially when cooped up in a vehicle for possibly several hours a day.

For help with all this, you may want to find a road trip planner free online. This type of tool can ensure you think of everything you need before starting out on your trip.

Also, along with how to plan a road trip, Google Maps deserves mention as it offers a way to plan your route and pinpoint stops along the way online. Once created, you can download your map and share it with others.

 

How to Plan a Vacation on a Budget

Planning a vacation on a budget may narrow down your options, but that doesn’t mean you’ll have any less fun. First, decide what is most important to you. Is it the destination itself or the range of activities? Is it family time together or solo time relaxing? From there, prioritize what’s important and find a way to fit it within your budget.

Also, make sure you research all your options, book transportation and accommodations early, and look for travel coupons and special promotions. Packaged deals can often be budget-friendly, so explore these as well. You may want to consider purchasing trip cancellation insurance to help mitigate loss if circumstances fall outside of your control.

Get started by reviewing some of the top "how to travel on a budget" blogs online to gain more tips and techniques from those who have experience traveling with limited funds.

Vacationing with children can present different challenges and how to plan a family vacation on a budget requires different techniques. One technique is to look for discounted travel packages catering to families. Try to travel during non-peak seasons at your destination, and consider outdoor vacations such as national parks or beaches.

To help get your imagination churning even more, check out these cheap vacation ideas 2021.

 

Planning a Vacation Checklist

Today there are many tools you can use to ease your vacation planning and ensure nothing is forgotten. A “planning a vacation checklist” is one such tool and can prove to be a valuable resource for wherever you go.

So, where can you quickly find one of these planning tools?

One way to get started is by locating online a travel planning checklist template. Look for one specific to your needs, such as family travel or international travel for students. Another option is to download a free vacation planning checklist pdf and use it to guide you along the process.

Vacation planning does not need to be overly stressful or overwhelming. With so many options and planning tools available today, you can get it done with confidence and in less time.


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WorldTrips is a service company and a member of the Tokio Marine HCC group of companies.

WorldTrips’ Atlas Travel Series and StudentSecure international travel medical insurance products are underwritten by Lloyd's. WorldTrips has authority to enter into contracts of insurance on behalf of the Lloyd's underwriting members of Lloyd's Syndicate 4141, which is managed by HCC Underwriting Agency, Ltd.

WorldTrips' Atlas Journey, Atlas Cruiser, and Atlas On-The-Go trip protection insurance products are underwritten by Tokio Marine HCC's U.S. Specialty Insurance Company (USSIC). USSIC is a Texas-domiciled insurance company operating on an admitted basis throughout the United States. Coverage is available to U.S. residents of the U.S. states and District of Columbia only. This plan provides insurance coverage that only applies during the covered trip. You may have coverage from other sources that provides you with similar benefits but may be subject to different restrictions depending upon your other coverages. You may wish to compare the terms of this policy with your existing life, health, home, and automobile insurance policies. Coverage may not be available in all states.

In the State of California, operating as WorldTrips Insurance Services. California Non- Resident Producer License Number: 0G39705