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Travel Planning Services

Our travel planning services are here to make sure your next trip is spectacular.  Whether you just need us to book a flight for a business trip, or want us to plan everything for you, we've got you covered.  Our expert travel advisors put their first-hand destination knowledge and local contacts to work for you, crafting the perfect recommendations or organizing and booking the perfect trip.

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Hotel & Cruise Bookings

You already know where you’d like to stay or which cruise you’d like to book. When you book with Winkaffe Global Travel, we handle your booking and work with the hotel/cruise line prior to your arrival to ensure all goes smoothly.


  • Hassle-free booking

  • Choice of your preferred property or cruise

  • Self-booking option with our Self Booking tool

  • Upgrades based upon availability*

  • Resort credits*

  • Daily breakfast*

  • Special amenities


* At partner properties​


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Custom trip Planning

You may have the vision for what you want from your vacation, but don’t have the time or knowledge on where or how to begin. That’s where we step in and, with our experience and global partnerships, curate a specially tailored vacation that is the perfect match for you!


  • All benefits of Hotel and Cruise-only Bookings

  • Individualized research to design your ideal trip

  • Booking of all trip components

  • Customized itinerary that fits your preferred travel style

  • Final travel package delivered as a web link, PDF, and interactive app

  • Travel concierge services

  • Point of contact during travel

  • Emergency support

Air bookings, rewards bookings, incredibly complex itineraries, and last-minute bookings are subject to additional fees

Custom Trip Planning Fees start at $250

Above the Clouds

Air Booking

Winkaffe Global Travel offers airline booking services utilizing a team of professionals that specialize in air only.  The fees are charged in conjunction with your airline tickets and are non-refundable.  You can rely on the expertise of a team solely dedicated to air travel that will find the best routing and ensure peace of mind for when the unexpected arises.  24 hour in-class emergency service is available when you utilize this service.  All fares are subject to change until tickets are issued.


  • We often have access to unpublished fares, particularly for business and first class seats. We offer full customer service and handle the changes when issues arise.

  • Emergency Service

$50 per ticket for domestic travel, $75 per ticket for international travel

What's Included in Custom Trips

Hotel Room

Our selection of properties are high quality venues that delight and deliver a peaceful night's sleep, all within your budget. Let us know what matters most to you in as an accommodation: an award-winning spa, proximity to town, your own private pool, or a breathtaking view. Our hotel selections meet our rigorous standards of luxury, service and convenience.

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We are authorized to ticket flights, meaning that we can search through airline databases to find severely discounted rates. While we can book all classes, we are often able to find discounted rates on elevated types of service (i.e. premium economy, business and first class). These special “net” rates are not publicized online and they are only available to Travel Advisors.

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We have connections with top  tour providers around the world that can get you away from the crowds and help you get fully immersed in local culture and attractions.  Your trip is designed for your specific interests and needs, so whether you want to venture out on your own, or with the services of a top-rated guide, we will create a trip that is bound to please.

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Whether you need a simple airport transfer or help getting everywhere you need to go throughout your travels, we work with local partners to get you the best deals! From the moment you land, we make sure you are greeted with luxury transportation and an English speaking driver. They will transfer you to/from the airport as well as throughout your stay.

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VIP Access

Through our long-standing, elite relationships with hotel, cruise and tour partners around the globe, we are able to offer you VIP treatment as an esteemed guest, insider access to experiences unavailable to the general public, and hundreds of dollars in resort credits and exclusive amenities.

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Every itinerary we undertake gets built from scratch based on your travel style and interests. We will provide you with a detailed itinerary including confirmation numbers, tickets, vouchers, and everything else you need to experience your destination.

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Emergency and Concierge Support

Your support doesn't end once your trip is planned.  When you hire Winkaffe Global Travel, we are here for you until you return home from your trip.  That means if any issues arise during your travels, we should be your first call and we can help you come to a quick and easy solution.  We can also provide any additional recommendations or advice during your trip.  Did you end up in a new neighborhood and want to know the best lunch spot?  We are just a quick message away!

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Surprise Getaways

Surprise a loved one or yourself with a surprise getaway!  Tell us what you are looking for, and we will plan you the ultimate surprise vacation!


  • All of the benefits of custom trip planning

  • Just pack your bags and go - we will take care of everything!

  • Makes a great gift


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