After the First Cruise High Wears Off, Reality Hits
After we returned from our first cruise in 2012, something funny happened.
We were no longer afraid of cruising.
We were now overwhelmed by cruising.
Suddenly, we realized there were:
- dozens of cruise lines
- hundreds of ships
- thousands of itineraries
- every climate you can imagine
- and cruise lengths ranging from 2 to 120+ days
It quickly became clear:
our first cruise was about courage.
Our second cruise was about choice.
And choice, ironically, is where most new cruisers get stuck.
That's why Part 2 exists — to break down exactly how to pick the right cruise for your personality, comfort level, and goals.
Let's start with the most important decision of all:
STEP 1: Pick the Right Cruise Line for Your Personality
Cruise lines aren't "better or worse."
They're different experiences built for different travelers.
Here's how to think about it:
Royal Caribbean: For the Energetic, Curious, and "Wow-Factor" Traveler
Perfect if you like:
- Big ships
- Big entertainment
- Multiple neighborhoods
- Modern design
- Activities and variety
This is why Oasis of the Seas was the ideal first step for us.
It felt safe, contained, and full of energy.
Princess Cruises: For the Relaxed, Refined, and Destination-Focused Traveler
After experimenting with different lines, Princess became our home.
Why?
- The ambiance is calmer
- The food is consistently good
- The itineraries are thoughtful
- The service has a quiet elegance
- The ships feel balanced, not overwhelming
Princess is where you go when you're not trying to "do everything" anymore. You're trying to enjoy everything meaningfully.
If Oasis was our introduction, Princess was our evolution.
Norwegian (NCL): For the Free-Spirited Traveler
Casual. Flexible. "Freestyle dining."
You choose when and where you eat.
Great for people who hate schedules.
Disney Cruise Line: For Families Who Want Magic Built-In
This isn't just for kids.
It's for parents who want the best entertainment and service in the industry.
Celebrity / Holland America: For the Calm, Premium, Mature Traveler
If you prefer:
- Quiet
- Good food
- Culture
- Art
- Wine
- Relaxation
These lines shine.
The rule of thumb
Choose Royal Caribbean for energy.
Choose Princess for balance.
Choose others depending on your vibe.
STEP 2: Choose the Right Destination
This is where many first-time cruisers overthink.
So, here's a simple approach:
If You Live in North America, Start Here
Best Beginner Destinations
- Eastern Caribbean
- Western Caribbean
- Bahamas & private islands
- Mexico (Cozumel, Costa Maya)
- Alaska Inside Passage
- Canada & New England (seasonal)
Why These Work
Calm waters.
Easy flights.
Beautiful ports.
Simple excursions.
Ideal Length
5–7 nights
Long enough to enjoy, not long enough to feel overwhelmed.
If You're in Asia or Traveling to Asia
Best Beginner Destinations
- Japan round-trip sailings
- Singapore → Thailand → Malaysia loops
- Vietnam coastal itineraries
Why These Work
Beautiful ports, smooth sailing, unique culture.
Ideal Length
7–10 nights
If You Want Europe
Best Beginner Itineraries
- Western Mediterranean (Spain–France–Italy)
- Eastern Mediterranean (Greek Isles)
- Norwegian Fjords
- British Isles (longer option)
Why These Work
History. Culture. Food. Photography.
A cruise becomes a "moving hotel". No packing each day.
Ideal Length
7–12 nights
(Seven for samplers, ten+ for deeper exploration)
If You're in Australia / New Zealand
Best Beginner Itineraries
- Australia coastal samplers
- New Zealand fjords
- South Pacific Island loops
Ideal Length
5–10 nights
If You're Experienced (Not for First-Timers)
- South America
- Antarctica
- Transatlantic or repositioning cruises
- Indian Ocean routes
Start with the easier regions first. Then expand.
STEP 3: Choose the Right Length
3–4 nights
Fun sampler. Good for a first taste. Not enough to fully relax.
5–7 nights
The perfect first cruise length.
Balanced, manageable, easy.
10–14 nights
Best once you know cruising is your style.
15+ nights
For serious travelers and repeat cruisers. They're not for first-timers…
but they're absolutely magical once you're ready.
And this Christmas, that's exactly where we're heading next.
We're sailing on a 16-night Hawaii itinerary with Princess Cruises, and it feels like the perfect expression of how far our cruising journey has come.
From being anxious first-timers in 2012, nervously stepping onto Oasis of the Seas… to now confidently embracing a long voyage across the Pacific during the holidays.
That's the evolution cruising brings when you allow it into your lifestyle.
Our advice as seasoned cruisers?
Start with a 7-night itinerary. It's the smoothest experience for beginners.
STEP 4: Match Your Comfort Level to the Ship Size
Large Ships (Oasis class, Quantum class, Norwegian Breakaway, etc.)
- Familiar
- Spacious
- Highly stable
- Many amenities
Perfect for anxious first-timers.
Medium Ships (Princess, Celebrity, Holland America)
- Calm
- Elegant
- Less crowded
Best for travelers who want balance over buzz.
Small Ships / Expedition Ships
Save these for later.
STEP 5: Understanding Room Types: Interior, Oceanview, Balcony, Suite
Choosing your cabin is more important than people think.
Your cabin sets the energy of your trip.
Interior Room
No windows.
Cheapest option.
Great for people who don't spend time in the room.
Terrific sleep, dark and quiet.
Oceanview
A window but no balcony.
Good middle ground.
Brings natural light without much price increase.
Balcony (Highly Recommended for Beginners)
Your private outdoor space, a game changer.
Reduces motion perception.
Perfect for morning coffee & sunset moments.
Mini-Suite / Suite
More space, larger bathroom, upgraded amenities.
Great for longer sailings (like your 16-night Hawaii trip) or if you enjoy in-room downtime.
STEP 6: Choosing the Right Deck Level
A simple rule:
Mid-Ship + Mid-Level = Most Stable Ride
Perfect for first-timers and those sensitive to motion.
Avoid (Unless You Prefer Otherwise):
- Lower decks forward → most motion
- Below the pool deck → noise
- Next to elevators → foot traffic
Higher decks feel more scenic
But may have slightly more motion — not much on modern stabilizers.
STEP 8: Understanding Packages: Standard vs Plus vs Premier
Since we know this, Princess offers different tiers:
STANDARD (Base fare)
Includes:
- cabin
- main dining
- buffet
- entertainment
Everything else is à la carte.
PLUS-PACKAGE
(Usually the best value)
Includes:
- gratuities
- Wi-Fi
- drinks up to a certain price
- premium desserts
- fitness classes
- juice bar items
This removes surprise charges later.
PREMIER PACKAGE
Ultimate convenience.
Includes everything in Plus, plus:
- higher-end drinks
- specialty dining
- photo packages
- priority reservations
For long itineraries (like 16-night Hawaii), this can feel luxurious and simplified.
STEP 9: Dress Codes & Formal Nights
Cruise dining is not rigid, but it does have structure.
Smart Casual (Most Nights)
Polo shirts, dresses, blouses, slacks.
No swimwear, gym wear, or pajamas.
Formal Night (Usually 1–2 nights per week)
Options:
- Cocktail dresses
- Suit or blazer
- If you enjoy dressing up, go for it
- If not, buffet / casual dining always available
Cruises give you flexibility, formality is a choice, not an obligation.
Eat · Train · Lead Framework
EAT: Nourish Yourself with Better Choices
- Choosing the right itinerary is choosing balance.
- Selecting the right cruise line is choosing comfort that fits your energy.
- Picking the right length ensures rest, not burnout.
TRAIN: Learn to Match Your Personality to Your Travel
- You don't travel just to see places; you travel to understand yourself.
- Each cruise teaches you what style fits you.
- Part 2 is about seeing patterns, not picking blindly.
LEAD: Design a Vacation That Reflects Intentional Living
- Leadership is choosing with clarity, not impulse.
- The right cruise becomes a reset, mentally, emotionally, and physically.
- Leading your life includes leading your leisure.
Continue Your Cruise Journey
You've mastered the strategy.
Now let's step onto the ship together.
Next: PART 3 — What Really Happens Onboard →
Or revisit the earlier chapter:
Part 1 — Overcoming Cruise Fears
Or jump back to the series hub:
Cruising for Beginners — Series Home
About the Author
Raj Chanolian is a Platform Engineering leader, writer, and creator of Eat · Train · Lead, a life framework built on intentional living. A loyal cruiser since 2012, Raj blends personal storytelling with practical guidance to help readers travel smarter, think deeper, and live with clarity.
The overwhelming variety of cruise options is real — and most people get paralyzed by it. The practical answer is simple: start with 7 nights, a balcony cabin, mid-ship placement, and a cruise line matched to your energy. We've learned that through trial, not theory, and the framework here is exactly what we wish we'd had before booking cruise number two.