Episode Details

Boston with kids doesn't have to mean one long trip — after two separate weekend visits in the same year, here's what's worth doing, where to stay on points, and the one expense that caught us off guard. In this episode 50 recap, I compare two Hyatt Regency stays booked on free night certificates, share the Alaska Atmos points trick that got us into first class for less than economy, and break down where to eat, tour, and skip the rideshare surprise that cost us the most.

In this episode:

• Why we're recapping two different Boston trips — one with our daughter last summer, one solo-parent-turned-family-reunion this year — in a single episode
• Booking first class on American Airlines for just 9,000 Alaska Atmos points each, because airfare spiked and economy award seats disappeared
• Hyatt Regency Boston vs. Hyatt Regency Boston Harbor: same category 4 free night certificate, two completely different trips
• Boston Tea Party Museum and a guided Freedom Trail walking tour — why paying for a guide beat doing it ourselves in our 20s
• The surprise expense
• Getting around Hyatt Regency Boston Harbor without a car: the shuttle, the $2.40 ferry, and why weekends are trickier than weekdays
• Who Boston is best for, from toddlers to a no-kids weekend away

Boston travel resources
Boston Tea Party Ships & Museum
Freedom Trail guided tour 
Duck boat tour
Hyatt Place Boston/Seaport

Don't miss this inspiring, practical travel with kids podcast hosted by family travel expert Melissa Conn, founder of The Family Voyage, certified Child Passenger Safety Technician, and mom of two who proves family travel is achievable for everyone.

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