Travel with Amateur Traveler Podcast

Hear about traveling to Walt Disney World in Orlando, Florida, as the Amateur Traveler talks to a longtime Disney expert, former attorney, host of WDW Radio, and Podcast Hall of Fame inductee.

Why Visit Walt Disney World?

Nearly 87% of Americans visit a Disney park at some point—it's a "rite of passage."

Offers a wide range of experiences for all types of visitors—first-timers, families, superfans, and solo travelers.

The sheer scale and variety of things to do mean you can’t do it all in one trip—and that’s part of the fun.

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Hear about travel to Kolkata, India (formerly Calcutta) as the Amateur Traveler talks to Sam Sarkar from Travels with Dr. Sam about this city built by the British East India Company.

Why should you go to Kolkata?

Sam says, "It's a real hidden secret. This is a city that has grand colonial buildings. It used to be the second city of the British Empire for the longest time. The first US consulate in the world was set up in Kolkata even before Thomas Jefferson was president in the late 17 hundreds. It's a city that has produced six Nobel laureates. There's a lot of art and culture festivals, and outstanding food. So I think there's a lot to see."

What Dr. Sam Recommends in Kolkata:

1. Start with European Heritage & Colonial Architecture

Walking Tour with Calcutta Walks — Sam's top recommendation for understanding Kolkata's colonial history and European architecture.

Highlights include:

Victoria Memorial — "British Taj Mahal," the most spectacular building in Kolkata.

St. Paul’s Cathedral

St. John’s Church, Kolkata (oldest Anglican church)

High Court Building

Writers’ Building

General Post Office, Kolkata

Governor’s House

The Lalit Great Eastern Kolkata (oldest continuously operating hotel in Asia — Mark Twain stayed there)

TIP: Go on a Sunday or during off-hours for less crowd. Buildings are beautifully lit at night. ...

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Hear about travel to Cuba as the Amateur Traveler talks to 3 listeners of the show who joined this year’s trip to explore this beautiful and sometimes challenging country. Here’s a summary of the 2025 Amateur Traveler's Private Hola Cuba itinerary: Trip Overview

Trip Name: Amateur Traveler's Private Hola Cuba

Duration: 9 days / 8 nights

Start & End Location: Havana, Cuba

Group Size: 17 travelers

Travel Style: Comfortable, immersive, support-for-the-Cuban-people focused

Accommodation: Locally-owned guesthouses

Meals Included:

8 breakfasts

6 lunches

7 dinners

Transport: Private transport throughout

Itinerary Day 1 – Arrival in Havana

Complimentary airport transfer.

Evening welcome meeting and dinner at a local paladar (private restaurant).

Day 2 – Havana Exploration

Morning Afro-Cuban religion tour.

Classic American vintage car tour of outer Havana.

Walking tour of Old Havana (UNESCO World Heritage Site).



... https://amateurtraveler.com/travel-to-cuba/

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In this episode, Johnny Jet shares his deeply personal story of overcoming a debilitating fear of flying before becoming a travel expert.

A dream trip to Australia in high school was derailed when, at the airport, he had a panic attack and refused to board the plane, devastating his family and himself. He spent the next three years struggling with anxiety and fear—not just of flying, but even of leaving home.

Learn what triggered this and how Johnny dealt with it.

Johnny created a travel newsletter and website in 1995 that he has been publishing ever since.

✅ Tips for Overcoming Fear of Flying

Visualize flying—even simulate it at home.

Speak with pilots or flight attendants to understand the safety and mechanics of flight.

Start small—book shorter flights on larger planes for a smoother experience.

Break up long-haul trips with stopovers (e.g., Hawaii or Fiji en route to Australia).

Distract yourself with music, reading, or a hobby during takeoff.

Avoid alcohol and drugs, which can worsen anxiety and behavior.

Consider fear of flying courses, including airline programs with simulators and pilots.

Practice gratitude and perspective—remember that flying opens the world.

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Hear about travel to Germany’s Black Forest in Baden-Württemberg as the Amateur Traveler talks to Matt Kepnes (Nomadic Matt) about his visit to the hills and woods of southwest Germany.

Why should you go to the Black Forest?

Matt says, "You'll find incredible hiking, lots of lakes, waterfalls, and cute little quintessential German towns with beautiful architecture. There are also a lot of hot springs around the Baden Baden area. Plus, there's just great food and I just really loved the welcoming vibe of the people."

Matt’s Suggested Black Forest Itinerary:

Day 1–2: Heidelberg

Why go: It is a historic university town with vibrant nightlife, a beautiful old town, castle ruins, and great food.

Highlights:

Heidelberg Castle (ruins)

Perimeter hiking trails and viewpoints

Heidelberg Student Jail (Mark Twain visited!)

Contemporary art museum

Nightlife: comedy shows and lively bars

Tip: Hike up from the city center for great views; look for printed maps with trail info.

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