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Recent updates: Custom trips and new testimonials

I’ve made a couple changes to the site lately! One is my Cuba brochure, listed on the Travel With Matt page. This spells out how my custom trips work, where I organize a trip just for your private group. I’ve also updated the Testimonials page with some feedback from my travelers. This includes feedback from people who came on open enrollment trips, together with other…

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Upcoming Trip: Cuba with Nicole Payseur

Coming up on May 19 – 26, visit Cuba with everyone’s favorite OM YOGA DIVA Nicole Payseur! This cultural adventure gives you a broad perspective on Cuba today. You’ll meet with local community activists one minute… and listen to one of the island’s hottest jazz combos the next. Your experience will range from rural Cuba to the big city, from Havana’s hottest restaurants to standard…

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A woman and man stand side by side, angled toward one another, singing. The woman is dressed in a white and gray print dress and holds a clarinet in one hand. The man is wearing a white and gray striped polo. In the background is a window of yellow-orange stained glass.

An afternoon of jazz with Emilio Martini and Natural Trio

A year ago, I led a trip to Havana for the annual Jazz Plaza festival. Of all the music I heard that week, the band that made the strongest impression was Emilio Martini’s Natural Trio. What I loved about them – besides sheer excellence – was their playfulness. You can just tell they’re having a blast, fooling around together and improvising little musical jokes. The…

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Cuba under the new Trump regulations

In my last post, I talked about three restrictions on Cuba travel implemented last month. In this one, I’ll discuss how these and other recent events affect Cuba and the Cuba travel industry. One thing you need to understand is, Cuba depends on tourism. It’s the country’s number one source of income. A lot of tourism dollars flow to/through the Cuban government, as they’re paid…

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Upcoming Trip: Cuba Pride, May 2018!

Coming up this May, visit Cuba for the annual Day Against Homophobia and Transphobia! That’s the Cuban equivalent of a Pride celebration, complete with a march/conga, gala, and more.

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Cuba travel regulations: Trump edition!

Today the Treasury department released amendments to the restrictions on Cuba travel. For the most part, this was just the official rollout of changes Trump announced way back on June 16th. For my kind of travel – People-to-People trips – there are three significant changes. Two were announced in June, and the third comes as a surprise. But if you’re already registered for one of…

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Upcoming trip: A Wedding in Havana! November 2017

You’re invited! Join us in Cuba for a special trip built around Mackenzie and Henry’s wedding. You’ve got two options: A 7-night trip for the entire week of the wedding or a 3-night long weekend trip. Both trips aim to give you a rich experience of Cuban culture, history, and modern society, but each has a slightly different slant. The 7-night trip has an emphasis…

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Upcoming trip: Havana’s Jazz Plaza Festival, January 2018!

Coming up next January, visit Cuba for the annual Jazz Plaza festival! That’s Havana’s biggest jazz event of the year. Last year’s festival was hosted by Chucho Valdés and featured such luminaries as Omara Portuondo, Christian McBride, and Terence Blanchard. (video below!)

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Cuba’s LGBT Pride in photos!

I wanted to share these photos with a friend… and decided instead to share them with the world! Enjoy. Some of these were taken at CENESEX, Cuba’s National Center for Sexual Education – the agency that organizes Cuba’s Pride events.

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