Cruise Planning Guide | Cowboy Concierge

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Updated on September 28, 2026September 26, 2026Cruise Planning Guide

How to Plan a Cruise: A Step-by-Step Cruise Planning Guide

Cruise passenger sitting on a balcony enjoying the view

Everything you need to know about how to plan a cruise, in the order we’d do it. I remember planning my first cruise. Or rather, …

Updated on September 28, 2026August 11, 2026Cruise Planning Guide

Cruise Planning Guide – Cruise Itinerary Planning Tips

Article 3 of 13 in our Cruise Planning Guide — how to plan a cruise, one decision at a time. Planning a cruise is more …

Cruise Planning Guide with globe on desk

Updated on September 28, 2026August 10, 2026Cruise Planning Guide

Cruise Planning Guide – Choose Your Cruise Type

Article 2 of 13 in our Cruise Planning Guide — how to plan a cruise, one decision at a time. Building the perfect cruise experience …

Updated on September 28, 2026August 10, 2026Cruise Planning Guide

Cruise Budget Planning: What a Cruise Really Costs

Article 1 of 13 in our Cruise Planning Guide — how to plan a cruise, one decision at a time. If you’re thinking about booking …

Don Herman

We're Don and Dwaine — partners of nearly 30 years, both retired, and both firm believers that the best trips come from planning smart, not winging it. Between us we've covered cruises on nearly every ocean (Caribbean, Alaska, Panama Canal, Norway's northern lights), river cruises through Europe, land tours from Ireland to Morocco to Sydney, and enough time in Puerto Vallarta to practically call it a second home.

Cowboy Concierge is where we share what all that experience actually taught us — the questions to ask before you book, the details a travel agent won't always volunteer, and the small decisions that make a big difference once you're onboard. No fluff, no generic advice recycled from a hundred other sites. Just what's worked for us, so you can walk into your own next adventure ready to go.

Giddy-up — let's get you moving.