7 Cruises Books That Separate Experts from Amateurs

Discover Cruises Books authored by leading experts like American Sailing Association, Anne Vipond, Rick Steves, Len Testa, and Fodor's Travel Guides

Updated on June 26, 2025
We may earn commissions for purchases made via this page

What if your next cruise could be more than just a vacation—a deeply enriching journey shaped by expert knowledge? Cruises offer a unique blend of adventure, culture, and relaxation, but navigating the vast options and nuances can be daunting. Whether you're steering a catamaran or exploring Alaska’s wild fjords, having trustworthy guidance changes everything.

The books featured here are authored by seasoned authorities such as the American Sailing Association, Anne Vipond, and Rick Steves, whose decades of experience shine through practical insights and detailed planning tips. These aren’t surface-level travel guides but carefully crafted resources that prepare you for the realities and joys of cruising.

While these expert-curated books provide proven frameworks, readers seeking content tailored to their specific cruise interests, destinations, or experience levels might consider creating a personalized Cruises book that builds on these insights to fit your unique journey.

The American Sailing Association, founded in 1983, has long championed safe and confident sailing through rigorous standards and certifications. With over 400 affiliated schools worldwide and more than half a million sailors certified, their expertise is evident in this guide dedicated to cruising catamarans. This book reflects their commitment to accessible, standardized training that equips you to handle these vessels with skill and assurance, whether you aim to skipper a charter or enjoy weekend sails.
90 pages·Sailing, Cruises, Catamarans, Twin Engines, Boat Handling

Drawing from decades of standardized sailing instruction, the American Sailing Association crafted this guide to demystify the nuances of cruising catamarans. You’ll find detailed insights into handling twin-engine maneuvering, understanding the unique layouts of bridgedeck saloons, and the subtle distinctions between monohulls and multihulls. The book also breaks down specialized equipment like seagull strikers and anchor bridles, providing practical knowledge for both charterers and owners. If your goal is to sail confidently on these stable, fast vessels whether in the Caribbean or beyond, this book offers a focused foundation without unnecessary complexity.

View on Amazon
Best for exploring Alaska cruise destinations
Anne Vipond, author of several guidebooks to cruising, draws on her sailing background to impart her enthusiasm for cruise travel. She is the recipient of a Lowell Thomas Travel Journalism award for her guidebooks and her cruising articles have been published in magazines and newspapers across North America and overseas. Her deep knowledge of Alaska, gained through years of cruising and firsthand experience, makes this guidebook an authoritative and practical companion for anyone setting sail to the Great Land.
Alaska by Cruise Ship (Ocean Cruise Guides) book cover

by Anne Vipond··You?

2022·352 pages·Cruises, Arctic Travel Guide, Alaska Travel Guide, Travel Guides, Alaska Travel

Anne Vipond's extensive sailing background and decades spent exploring Alaska shape this guide into an insider's resource for anyone planning a cruise to the region. You’ll find precise maps of ports and glaciers, detailed advice on local transport, native culture insights, and recommendations for hiking and biking—all supported by over 400 vivid photos. This book isn’t just about itineraries; it equips you with the knowledge to navigate independently and appreciate Alaska’s unique natural and cultural landscape. Whether you’re a first-time cruiser or a seasoned traveler, it offers a grounded, practical perspective tailored to making your journey richer and more informed.

Lowell Thomas Travel Journalism Award
View on Amazon
Best for personalized cruise plans
This AI-created book on cruise planning is tailored to your specific goals and cruise experience. By sharing your background and which cruising aspects you want to focus on, you receive a book crafted to your interests and skill level. This personalized approach makes complex cruising topics more accessible and relevant to your journey. It’s like having a guide that understands exactly what you need to know to master cruising on your own terms.
2025·50-300 pages·Cruises, Cruising Basics, Navigation Techniques, Cruise Planning, Vessel Types

This personalized book explores cruising techniques, destinations, and planning tailored to your unique interests and experience. It covers the essentials of navigation, onboard life, and itinerary customization, ensuring you grasp both the practical and cultural aspects of cruising. By focusing on your background and goals, this tailored guide reveals how to select the best routes, optimize your cruise experience, and navigate diverse maritime environments with confidence. You’ll find detailed examinations of vessel types, port strategies, and seasonal considerations, all curated to match your learning preferences and travel aspirations. This approach transforms complex cruising knowledge into an engaging journey that aligns perfectly with your specific needs.

Tailored Guide
Cruise Navigation Expertise
1,000+ Happy Readers
Best for maximizing Mediterranean port visits
Since 1973, Rick Steves has dedicated over 100 days annually to exploring Europe, aiming to help Americans enjoy travel that's both enriching and affordable. His extensive experience producing best-selling guides, television, and radio shows, alongside organizing large group tours, informs this detailed Mediterranean cruise ports book. Rick’s passion for cultural immersion and practical travel advice makes this guide a trusted companion for anyone wanting to fully experience each stop on their cruise journey.
2019·1191 pages·Cruises, Travel Planning, Port Guides, Local Cuisine, Cultural Exploration

Drawing from decades of travel expertise, Rick Steves crafted this guide to unlock the treasures of Mediterranean cruise ports. You’ll find detailed itineraries for 23 ports, including practical tips on navigating terminals, beating crowds, and savoring local flavors within limited timeframes. Chapters like the self-guided walks in Florence or the strategies for exploring Venice’s canals offer concrete ways to maximize your shore excursions. This book suits travelers eager to balance cultural depth with cruise convenience, helping you transform brief stops into rich experiences without feeling rushed or overwhelmed.

View on Amazon
Best for planning Disney family cruises
Len Testa, coauthor of The Unofficial Guide to Walt Disney World and Disneyland, leverages his extensive theme park expertise to decode Disney Cruise Line's unique offerings. Living in Orlando, FL, Testa provides you with insider knowledge on the best ships, itineraries, and onboard experiences, making this guide a trustworthy companion for anyone eager to explore Disney's waters with confidence.
The Unofficial Guide to Disney Cruise Line 2018 (The Unofficial Guides) book cover

by Len Testa, Erin Foster, Laurel Stewart, Ritchey Halphen··You?

2017·440 pages·Cruises, Travel Planning, Family Travel, Itinerary Planning, Budget Travel

After years of exploring Disney's theme parks, Len Testa and his coauthors turned their attention to the cruise line, crafting a detailed guide that cuts through the hype to offer practical insights. You learn how to navigate the unique features of Disney ships, from selecting the ideal stateroom to prioritizing entertainment and restaurants, including which experiences to skip for better alternatives. The book also covers logistical details like saving money and smoothly getting to ports, plus it extends its scope to Disney's European river cruises. If you're planning a Disney cruise or want a thorough understanding of its offerings, this guide delivers clear, experience-backed advice without fluff.

View on Amazon
Best for updated Disney cruise insights
Erin Foster is a charter member of the official Walt Disney Parks Moms Panel, having answered over 10,000 Disney travel questions, bringing unmatched insight to this guide. Alongside Len Testa, known for his acclaimed Disney theme park guides, and Ritchey Halphen, a seasoned editor with a background in lifestyle publications, their combined expertise offers you a trusted roadmap to Disney Cruise Line’s best experiences and practical advice for families.
Unofficial Guide to the Disney Cruise Line 2020 (Unofficial Guides) book cover

by Erin Foster, Len Testa, Ritchey Halphen··You?

2019·456 pages·Cruises, Travel Planning, Family Travel, Disney, Itinerary Selection

Unlike most cruise guides that skim the surface, this book dives deep into Disney Cruise Line’s unique offerings with a no-nonsense approach. Erin Foster, drawing on her extensive experience with Disney Parks as a charter member of the official Moms Panel, teams up with Len Testa and Ritchey Halphen to provide clear guidance on choosing the best ships, staterooms, and itineraries tailored to your needs. You’ll learn which onboard entertainment and dining options to prioritize or skip, plus insider tips on navigating Castaway Cay, their private island. If you want practical help planning a Disney cruise that maximizes enjoyment and value, this guide is designed with your family’s experience in mind.

Over 6 Million Unofficial Guides Sold
View on Amazon
Best for rapid cruise readiness
This custom AI book on cruise preparation is created specifically for your background, skill level, and cruise goals. By focusing on the steps and topics you want to master, it provides a tailored pathway to getting ready quickly and confidently. Unlike generic guides, this book addresses your unique needs and interests, making your planning efficient and enjoyable. It’s designed to help you feel prepared and excited, with clear actions that match your cruise style and timeline.
2025·50-300 pages·Cruises, Cruise Planning, Itinerary Preparation, Packing Techniques, Onboard Activities

This tailored book offers a step-by-step guide to preparing for your cruise adventure with clarity and confidence. It explores practical actions and essential knowledge to get you cruise-ready in 30 days, focusing specifically on your interests and experience level. By weaving together expert insights with your personal goals, it reveals how to efficiently plan your itinerary, packing, and onboard activities to maximize enjoyment and minimize stress. This personalized approach ensures the content matches your background and addresses what matters most to you, whether you're a first-time cruiser or seasoned traveler. It covers everything from pre-trip checklists to day-by-day preparation, making your cruise experience smoother and more rewarding.

Tailored Guide
Cruise Readiness
1,000+ Happy Readers
Best for comprehensive Alaska cruise planning
Fodor's Travel Guides has been providing expert travel advice for over 80 years, drawing on local knowledge to deliver trusted recommendations for more than 7,500 destinations worldwide. Their deep expertise is evident in this guide, which offers richly detailed information on Alaska cruise itineraries, local culture, and practical travel tips designed to simplify your planning and enhance your experience.
2022·384 pages·Cruises, Arctic Travel Guide, Travel, Ship Reviews, Shore Excursions

What happens when decades of travel expertise meets the wild frontiers of Alaska? Fodor's Travel Guides, with over 80 years of experience, crafted this guide to help you navigate Alaska’s diverse cruise destinations with confidence. You'll find detailed ship reviews, practical maps, and curated local insights that cover everything from bear-watching on Kodiak Island to exploring Glacier Bay’s glaciers. Whether you’re planning shore excursions or seeking authentic cultural experiences, the book’s honest recommendations and vivid photos make trip planning straightforward. This guide is best suited for travelers eager to explore Alaska’s natural beauty without missing hidden gems or logistical details.

View on Amazon
Best for cruise ship history enthusiasts
William H. Miller's book offers a unique visual record of cruise ship development over nearly 100 years, showcasing 150 color photographs that bring to life the transformation of cruising from early seasonal liners to modern floating resorts. The book is ideal for anyone fascinated by maritime history, ship design, or cruise culture, providing rich imagery alongside contextual insights. It serves both as a historical archive and a celebration of the evolving luxury and scale of cruise vessels, making it a valuable resource for enthusiasts looking to connect with the legacy of ocean travel.
2021·120 pages·Cruises, Maritime History, Photography, Ship Design, Luxury Travel

What started as a visual journey through maritime history became a vivid chronicle of cruise ship evolution in William H. Miller's work. You’ll explore 150 color photographs spanning nearly a century, from the early 1920s liners to recent monumental vessels like the Queen Mary 2 and Allure of the Seas. This book offers a tangible sense of how cruising transformed from seasonal liner travel to lavish floating hotels, illustrated through iconic ships such as the Normandie and Crystal Symphony. If your interest lies in maritime heritage or the development of modern cruises, this will deepen your appreciation with rich imagery and historical context.

View on Amazon

Get Your Personal Cruises Strategy in 10 Minutes

Stop following generic cruise advice. Get targeted strategies tailored to your unique interests and goals.

Custom Cruise Plans
Targeted Expert Insights
Save Planning Time

Trusted by thousands of cruising enthusiasts and industry pros

Cruise Mastery Blueprint
30-Day Cruise Success System
Cruise Trends Insider
Secrets of Cruise Experts

Conclusion

These seven books collectively spotlight three key themes: mastering vessel handling, navigating diverse cruise destinations, and appreciating the rich history behind cruising’s evolution. If you’re gearing up to sail a catamaran, start with the American Sailing Association’s guide for hands-on skills. For travelers enchanted by Alaska’s rugged beauty, Anne Vipond’s and Fodor’s guides offer practical and cultural depth. Families planning Disney cruises will find Len Testa’s and Erin Foster’s guides invaluable for maximizing fun and value.

For a broader cultural and historical perspective, William H. Miller’s photographic journey through cruise ship history enriches your appreciation of cruising’s legacy. To accelerate your cruise knowledge, combine a practical guide with a historical perspective.

Alternatively, you can create a personalized Cruises book to bridge the gap between general principles and your specific situation. These books can help you accelerate your learning journey and sail confidently into your next adventure.

Frequently Asked Questions

I'm overwhelmed by choice – which book should I start with?

Start with the book that matches your immediate interest. If you're new to sailing, the American Sailing Association's guide on catamarans offers solid foundational skills. For destination planning, Anne Vipond's Alaska guide or Rick Steves' Mediterranean ports are great entry points.

Are these books too advanced for someone new to Cruises?

Not at all. Many of these books, like the American Sailing Association's and Rick Steves' guides, are designed for beginners and provide clear, accessible information to build your confidence.

What's the best order to read these books?

Consider your priorities: begin with practical guides on vessel handling or specific destinations, then explore broader cultural or historical works like "100 Years of Cruise Ships in Colour" to deepen your appreciation.

Do I really need to read all of these, or can I just pick one?

You can definitely pick based on your needs. Each book offers unique value—some focus on sailing skills, others on destinations or cruise lines—so choose the one aligning best with your current goals.

Which book gives the most actionable advice I can use right away?

The American Sailing Association’s guide is packed with practical tips for handling catamarans, while the Disney Cruise Line guides provide clear strategies for planning and maximizing your family cruise experience.

Can I get a cruise book tailored to my specific interests and skill level?

Yes! While these expert books offer great foundational knowledge, you can create a personalized Cruises book that customizes insights to your unique experience, goals, and preferred cruise aspects for more targeted learning.

📚 Love this book list?

Help fellow book lovers discover great books, share this curated list with others!