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Do you need a vacation, but don’t know where to start?

Do you love to travel, but don’t have the time to plan a trip?

Are you overwhelmed with finding where to go, what to see, things to do?

What is the benefit of having a Travel Planner?

  • Creates a tailor-made travel itinerary with all of your personal preferences in mind
  • Saves you countless hours of researching and stress about where to go and what to do
  • An expert researcher, organizer and an over-thinker (so you don’t have to)

How much does a Personal Travel Planner cost?

We work with all budgets by offering different packages. We also try to save you money when we can in a variety of ways. Whether that is letting you know what is the best time to travel, which day a museum offers free entry, or economical transportation options. If you booked a similar trip with a tour company, the cost could be thousands of dollars more. That is money better spent on future trips.

Everyone should be able to travel within their personal budget with the right planning.

How Does It Work?

1. Questionnaire

Fill in this brief travel questionnaire so we can learn more about you. This is your trip after all! Personalized service is key.

2. Interview

We will schedule an initial 15- minute video chat or call to discuss further details about your trip and ensure we’re a good fit for your needs.

3. We Plan

We will schedule a longer consultation to discuss your travel preferences. Then we will create a custom travel itinerary presented to you in 1-2 weeks.

4. You go!

Pack your bags and Carry On with your travels!

Why Choose Carry On Travel Planner?

Everyone travels differently. We all have our likes and dislikes. In some cases, there could be health limitations or dietary restrictions to keep in mind. You might want an adventure of a lifetime or maybe just a quick weekend getaway. Some like to travel on land and some like to travel by sea.

Many people, who long to travel, find the process of planning their vacation overwhelming. Carry On Travel Planner will not only assist you in choosing the right destination, but will also plan your daily itineraries. This will include recommendations on hotels or other accommodations, transportation, restaurants and all the sites to see.

Carry On Travel Planner will give you everything you need to have the vacation of your dreams. It’s why we have created a few different packages to choose from. Everyone receives the same level of service, no matter which package you select. Our land packages cater to a solo traveler, couple or small group. Whereas our sea packages can appeal to one person or a large group of travelers.

While we cannot control the weather, how your steak is cooked, or if the air conditioner isn’t working, we can provide you with the knowledge and tools to make the very best of any situation. Included in any package are tips and tricks we have personally learned along the way in our own travels. You will also find a link to our favorite must haves in our “What to Pack” list. We hope to pass on to you the years of experience we have gained. Above all, we want you to have the best vacation EVER!

Which Package Will You Choose?

Land Packages

MOST POPULAR

I'll Carry On

Carry On Concierge

PERSONALIZED DAILY ITINERARIES

This package is for the more independent traveler.

  • Detailed custom itinerary (this can be for all the days of your trip, or just a few days).
  • Flight and mileage program recommendations
  • Suggested accommodation options
  • Recommended transportation options
  • Guidance on tours, sites or activities
  • Restaurant suggestions
  • Shopping suggestions
  • Daily itineraries are accessible via an app (available offline)
  • Practical tips and recommendations such as local currency, safety, transfers, downloadable travel apps, etc.
  • Packing list and links to “What to Pack” items
CONCIERGE ITINERARIES

This package is for a full service custom travel experience. We will plan and book for you.

  • Detailed custom itinerary
  • Flight and mileage program recommendation
  • Accommodation recommendations and booking
  • Transportation coordination and booking
  • Booking of tours, sites, activities, theater, etc.
  • Restaurant suggestions and reservations
  • Shopping suggestions (local markets, local retailers, outlet stores, and luxury brands)
  • Daily itineraries are accessible via an app (available offline)
  • Practical tips and recommendations such as local currency, safety, downloadable travel apps, etc.
  • Packing list and links to “What to Pack” items
  • Concierge consultation available during trip

$99 per day (up to 4 travelers)

We specialize in small groups for daily itinerary packages. 5-6 travelers $125/day or 7-8 travelers $150/day. For additional travelers, pricing available upon request.

$199 per day minimum (up to 4 travelers)

5-6 travelers $250/day minimum or 7-8 travelers $300/day minimum. Pricing does not include flights, transportation, accommodations, tours, admissions, meals, etc.

Land Packages

MOST POPULAR

I'll Carry On

PERSONALIZED DAILY ITINERARIES

This package is for the more independent traveler. We will plan your itinerary and you book it, with flexibility in mind.

  • Detailed custom itinerary (this can be for all the days of your trip, or just a few days).
  • Flight and mileage program recommendations
  • Suggested accommodation options
  • Recommended transportation options
  • Guidance on tours, sites or activities
  • Restaurant suggestions
  • Shopping suggestions
  • Daily itineraries are accessible via an app (available offline)
  • Practical tips and recommendations such as local currency, safety, transfers, downloadable travel apps, etc.
  • Packing list and links to “What to Pack” items

$99 per day (up to 4 travelers)

We specialize in small groups for daily itinerary packages. 5-6 travelers $125/day or 7-8 travelers $150/day. For additional travelers, pricing available upon request.

Carry On Concierge

CONCIERGE ITINERARIES

This package is for a full service custom travel experience. We will plan and book for you.

  • Detailed custom itinerary
  • Flight and mileage program recommendation
  • Accommodation recommendations and booking
  • Transportation coordination and booking
  • Booking of tours, sites, activities, theater, etc.
  • Restaurant suggestions and reservations
  • Shopping suggestions (local markets, local retailers, outlet stores, and luxury brands)
  • Daily itineraries are accessible via an app (available offline)
  • Practical tips and recommendations such as local currency, safety, downloadable travel apps, etc.
  • Packing list and links to “What to Pack” items
  • Concierge consultation available during trip

$199 per day (up to 4 travelers)

5-6 travelers $250/day minimum or 7-8 travelers $300/day minimum. Pricing does not include flights, transportation, accommodations, tours, admissions, meals, etc.

Sea Packages

I'll Carry On Cruising

Carry On Cruising & Touring

CRUISE ONLY

This package is for the independent cruiser that just needs to book a cruise and set sail.

  • Book cruise for one or multiple guests
  • Assist with ground transportation options
  • Port tour options
  • Practical tips and recommendations such as local currency, safety, transfers, downloadable travel apps, etc.
  • Packing list and links to “What to Pack” items
  • Booking available on most cruise lines, large or small including (but not limited to): Virgin Voyages, Viking, Regent, Disney Cruise Line, Royal Caribbean, Celebrity, Carnival, MSC, Princess, Holland America, Norwegian, Azamara, Silversea, Lindblad, Hurtigruten, Explora, Cunard, Seabourn, Oceania, Costa, etc.

CRUISE & LAND

This package is for the cruiser that would like tour extensions or daily itineraries pre or post cruise.
  • Book cruise for one or multiple guests
  • Detailed custom itinerary for pre or post cruise
  • Flight and mileage program recommendations
  • Suggested accommodation options
  • Recommended transportation options
  • Guidance on tours, sites or activities
  • Restaurant & Shopping recommendations
  • Private cruise port tours booked (optional)
  • Practical tips and recommendations such as local currency, safety, downloadable travel apps, etc.
  • Daily itineraries are accessible via an app on your phone
  • Packing list and links to “What to Pack” items

Sea Packages

I'll Carry On Cruising

CRUISE ONLY

This package is for the independent cruiser that just needs to book a cruise and set sail.

  • Book cruise for one or multiple guests
  • Assist with ground transportation options
  • Port tour options
  • Practical tips and recommendations such as local currency, safety, transfers, downloadable travel apps, etc.
  • Packing list and links to “What to Pack” items
  • Booking available on most cruise lines, large or small including (but not limited to): Virgin Voyages, Viking, Regent, Disney Cruise Line, Royal Caribbean, Celebrity, Carnival, MSC, Princess, Holland America, Norwegian, Azamara, Silversea, Lindblad, Hurtigruten, Explora, Cunard, Seabourn, Oceania, Costa, etc.

Carry On Cruising & Touring

CRUISE & LAND

This package is for the cruiser that would like tour extensions or daily itineraries pre or post cruise.

  • Book cruise for one or multiple guests
  • Detailed custom itinerary for pre or post cruise
  • Flight and mileage program recommendations
  • Suggested accommodation options
  • Recommended transportation options
  • Guidance on tours, sites or activities
  • Restaurant & Shopping recommendations
  • Private cruise port tours booked (optional)
  • Practical tips and recommendations such as local currency, safety, downloadable travel apps, etc.
  • Daily itineraries are accessible via an app
  • Packing list and links to “What to Pack” items

Cuba Package

Carry On to Cuba

HOW YOU CAN VISIT CUBA

Cuba is an island that intrigues many. You can travel to Cuba if you follow certain U.S. government regulations. According to OFAC (Office of Foreign Assets Control), there are 12 categories of general licenses related to Cuba travel. If you have a sincere desire to support the Cuban people with their businesses as well as their families, you may qualify for one of the general licenses (CFR 515.574 Support for the Cuban People). The requirements are listed here. This package is customized for you while remaining in compliance with U.S. government regulations.
  • Detailed custom daily itinerary for each day of your stay accompanied by bi-lingual local guides 
  • Activities with locals, such as painting with an artist, playing music, cooking classes, salsa dancing lessons, or a variety of other options 
  • Accommodation bookings at a privately-owned residence (casa particular) 
  • Restaurant reservations in a privately-owned restaurant (paladares)
  • Entertainment including live music, dancing and show recommendations and bookings
  • Shopping at privately-owned stores run by self-employed Cubans (cuentapropista)
  • Daily itineraries are accessible via an app (available offline)
  • All transportation arrangements
  • Visa, flight and mileage program recommendations
  • Practical tips and recommendations such as local currency, safety, local customs, health concerns, communication methods, etc.
  • Packing list and links to “What to Pack” items

Not sure which plan is right for you?

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