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Travel Planning Travel Tips

Complete Pre-Cruise Requirements: Your Checklist Before You Sail

Travel Planning Travel Tips

Cruise Disembarkation Tips: How to Get Off the Ship Smoothly and Head Home Happy

Travel Planning Travel Tips

First-Time Cruise Tips: How to Make the Most of Your Days Onboard

Updated on September 27, 2026September 26, 2026Travel Planning Travel Tips

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

Cruise passenger sitting on a balcony enjoying the view

A comprehensive cruise planning guide to help you truly enjoy your cruise. I remember planning my first cruise. Or rather, I remember trying to plan …

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Affixing a luggage tag to a bag prior to boarding ship
Updated on September 27, 2026September 26, 2026Travel Planning Travel Tips

Cruise Embarkation Day Tips: How to Board Smoothly and Start Your Vacation Right

Article 11 of 13 in our Cruise Planning Guide — how to plan a cruise, one decision at a time. You’ve planned, budgeted, booked, and …

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View from cruise ship approaching a port in Scotland
Updated on September 27, 2026September 26, 2026Travel Planning Travel Tips

How to Book Cruise Shore Excursions (and Actually Enjoy Your Time in Port)

Article 9 of 13 in our Cruise Planning Guide — how to plan a cruise, one decision at a time. For a lot of people, …

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Updated on September 27, 2026September 26, 2026Travel Planning Travel Tips

Are Cruise Drink and Wifi Packages Worth It? A Line-by-Line Breakdown

Article 8 of 13 in our Cruise Planning Guide — how to plan a cruise, one decision at a time. Somewhere between “final payment due” …

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Updated on September 27, 2026September 26, 2026Travel Planning Travel Tips

How to Choose a Cruise Cabin: Location, Noise, and Category Explained

Article 5 of 13 in our Cruise Planning Guide — how to plan a cruise, one decision at a time. By now you’ve defined your …

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Two travelers at Stonehenge in England during an extended pre-cruise transfer stop.
Updated on September 27, 2026September 26, 2026Travel Planning Travel Tips

Cruise Pre and Post Cruise Stay Planning: Airfare, Transfers, and Extra Days Done Right

Article 7 of 13 in our Cruise Planning Guide — how to plan a cruise, one decision at a time. With your booking locked in …

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Updated on September 27, 2026September 26, 2026Travel Planning Travel Tips

Cruise Travel Insurance Guide: Lock In and Protect Your Booking

Article 6 of 13 in our Cruise Planning Guide — how to plan a cruise, one decision at a time. You’ve chosen your cabin — …

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Updated on September 27, 2026September 26, 2026Travel Planning Travel Tips

The Best Way to Book a Cruise: Travel Advisor, Online Agency or Direct?

Article 4 of 13 in our Cruise Planning Guide — how to plan a cruise, one decision at a time. You’ve set your budget, chosen …

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Updated on September 13, 2026September 13, 2026Travel Tips

Are Gays Safe in Jamaica?

Short answer: no, not really — Jamaica is one of the more difficult Caribbean destinations for gay travelers, and most LGBTQ travel guides recommend looking …

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How to Book a Cruise by knowing what you want.
Updated on September 27, 2026August 18, 2026Travel Planning Travel Tips

The Best Way to Book a Cruise: Timing, Cabins, and Insurance Tips

Article 5 of 13 in our Cruise Planning Guide — how to plan a cruise, one decision at a time. The best way to book …

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Owner, Cowboy Concierge

Don Herman
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.

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