garywillcruises - Gary Will A Travel Advisor Affiliate of The Cruise Brothers
Cruise Brothers Travel Agent Gary Will

Gary Will

Gary Will Cruises

Iowa

Gary is a professional travel advisor with Cruise Brothers, specializing in cruise vacations and personalized travel planning. Contact to plan your dream cruise vacation today.
Beautiful view of Dominica coastline with tropical scenery

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About Gary:

Explore the World—One Cruise at a Time 

Gary Will – Travel Advisor | Cruise & Group Travel Specialist

In 2017, I took my first cruise and instantly fell in love with travel. That one trip opened the door to a lifelong journey—one that now allows me to help others explore the world with confidence and excitement.  With over 30 countries visited and extensive experience planning solo, family, group, and multi-generational trips, I specialize in cruises across the Caribbean, Mediterranean, Alaska, Mexico, the South Pacific, and river cruise destinations.

Whether you’re new to cruising or a seasoned traveler, I provide:

  • Customized travel planning

  • Cruise expertise & destination insight

  • Ongoing deal tracking & upgrade support

  • Personalized advice before, during, and after your trip

I believe travel should be affordable, stress-free, and life-changing. Let me help you discover your next destination with a personal touch and expert care.  Let’s turn your dream trip into reality.

Special Cruise Offers

Brothers' Picks

Contact Gary

Gary's Corner

Cruise Cabin Types Compared: Interior vs Ocean View vs Balcony vs Suites

Whether you crave a budget-friendly interior or a luxe suite, this guide compares interior, ocean-view, balcony, and suite cabins—outlining pros, cons, and ideal itineraries to help you choose the perfect cruise cabin.

Pre-Cruise Hotels: Why You Should Always Fly in a Day Early

Fly in a day early to dodge missed ships and luggage delays, turn the pre-cruise into a mini-vacation, and start your voyage relaxed, refreshed, and ready for smooth sailing.

Cruise Travel Insurance Explained

This guide unpacks cruise-line, credit-card, and private travel insurance—showing you the real costs, coverage gaps, and why private plans consistently deliver the most comprehensive, flexible protection for cruises and international travel.

Caribbean Cruises for Beginners

New to cruising? This guide helps beginners pick the perfect Caribbean itinerary—Eastern for relaxed beach days, Western for snorkeling and adventure, or Southern for culture and fewer crowds—usually a 7-night week, with personalized help from Gary Will Cruises via Cruise Brothers to tailor your trip.

First Time Cruise Tips

A beginner-friendly guide to your first ocean cruise that explains what’s included, what costs extra, the top packing mistake to avoid, and how Gary Will Cruises in partnership with Cruise Brothers can tailor a stress-free Caribbean, Mexican Riviera, or Mediterranean voyage.

Why a Cruise Vacation is one of the best Vacations

Explore diverse global destinations, savor world-class cuisine, enjoy countless entertainment options and ultimate relaxation: discover why a hassle-free, all-inclusive cruise vacation could be the perfect match for your next adventure!

Vacation Your Way: Why Your Preferences Matter the Most

Unearth how to plan a vacation tailor-made for your unique desires and personality, taking into account everything from favored weather to travel pace, and learn to sidestep the comparison trap, all aimed at ensuring your getaway rejuvenates rather than regrets.

Cruise Into The New Year With Gary Will Cruises

Experience the unparalleled thrill of welcoming the New Year aboard Gary Will Cruises, an all-inclusive voyage that offers panoramic ocean views, world-class dining, fireworks under starlit skies, excursions to exotic locales, and countless memorable moments tailored to suit solo travelers, couples, and families alike.

Passport vs. Driver’s License & Birth Certificate on Closed-Loop Cruises: What’s Best for You?

Explore the pros and cons of travelling with a Passport vs. Driver’s License & Birth Certificate on a closed-loop cruise, understand their limitations and advantages, and make an informed decision for a hassle-free oceanic holiday.

The Hidden Joys of River Cruising

Immerse yourself in the serene enchantment of river cruising, capturing its unique advantages – from the convenience of exploring multiple destinations from your 'floating hotel', to an ever-changing panorama of wonders, profound cultural experiences, and the allure of smaller, tranquil ships, all while enjoying an all-inclusive package that unveils hidden, less-touristic gems of the world.

Contact Gary

Gary's Corner

Cruise Cabin Types Compared: Interior vs Ocean View vs Balcony vs Suites

Whether you crave a budget-friendly interior or a luxe suite, this guide compares interior, ocean-view, balcony, and suite cabins—outlining pros, cons, and ideal itineraries to help you choose the perfect cruise cabin.

Pre-Cruise Hotels: Why You Should Always Fly in a Day Early

Fly in a day early to dodge missed ships and luggage delays, turn the pre-cruise into a mini-vacation, and start your voyage relaxed, refreshed, and ready for smooth sailing.

Cruise Travel Insurance Explained

This guide unpacks cruise-line, credit-card, and private travel insurance—showing you the real costs, coverage gaps, and why private plans consistently deliver the most comprehensive, flexible protection for cruises and international travel.

Caribbean Cruises for Beginners

New to cruising? This guide helps beginners pick the perfect Caribbean itinerary—Eastern for relaxed beach days, Western for snorkeling and adventure, or Southern for culture and fewer crowds—usually a 7-night week, with personalized help from Gary Will Cruises via Cruise Brothers to tailor your trip.

First Time Cruise Tips

A beginner-friendly guide to your first ocean cruise that explains what’s included, what costs extra, the top packing mistake to avoid, and how Gary Will Cruises in partnership with Cruise Brothers can tailor a stress-free Caribbean, Mexican Riviera, or Mediterranean voyage.

Why a Cruise Vacation is one of the best Vacations

Explore diverse global destinations, savor world-class cuisine, enjoy countless entertainment options and ultimate relaxation: discover why a hassle-free, all-inclusive cruise vacation could be the perfect match for your next adventure!

Vacation Your Way: Why Your Preferences Matter the Most

Unearth how to plan a vacation tailor-made for your unique desires and personality, taking into account everything from favored weather to travel pace, and learn to sidestep the comparison trap, all aimed at ensuring your getaway rejuvenates rather than regrets.

Cruise Into The New Year With Gary Will Cruises

Experience the unparalleled thrill of welcoming the New Year aboard Gary Will Cruises, an all-inclusive voyage that offers panoramic ocean views, world-class dining, fireworks under starlit skies, excursions to exotic locales, and countless memorable moments tailored to suit solo travelers, couples, and families alike.

Passport vs. Driver’s License & Birth Certificate on Closed-Loop Cruises: What’s Best for You?

Explore the pros and cons of travelling with a Passport vs. Driver’s License & Birth Certificate on a closed-loop cruise, understand their limitations and advantages, and make an informed decision for a hassle-free oceanic holiday.

The Hidden Joys of River Cruising

Immerse yourself in the serene enchantment of river cruising, capturing its unique advantages – from the convenience of exploring multiple destinations from your 'floating hotel', to an ever-changing panorama of wonders, profound cultural experiences, and the allure of smaller, tranquil ships, all while enjoying an all-inclusive package that unveils hidden, less-touristic gems of the world.