How to Plan a Cruise: A First Timer’s Guide to Smooth Sailing
If you’ve been dreaming of turquoise waters, endless buffets, and waking up in a new destination every morning, you might be thinking: It’s time to book a cruise. But if it’s your first time, planning a cruise can feel overwhelming. With so many ships, itineraries, and cabin options to choose from, where do you even begin?
That’s where this guide comes in. We’ve broken down everything you need to know about how to plan a cruise so your first sailing is as stress-free as a sea breeze. Think of this as your ultimate cruise vacation planner — from picking the right ship to packing like a pro.
Step 1: Choose the Right Cruise Destination
The first decision when planning a cruise is: Where do you want to go?
Caribbean Cruises – Perfect for sun, sand, and relaxation. Think short 3–7 night sailings with beachy stops like Cozumel, St. Thomas, and the Bahamas.
Mediterranean Cruises – A mix of history, culture, and amazing food. Visit Italy, Greece, Spain, and beyond.
Alaska Cruises – Glacier views, wildlife, and jaw-dropping scenery. Best May–September.
River Cruises – Sail inland waterways like the Danube or Rhine for a more intimate, cultural experience.
👉 Tip: Start with your vacation vibe. Do you want adventure? Relaxation? Culture? Once you know your goal, picking the destination gets easier.
Step 2: Decide How Long to Cruise
Cruises can be as short as 3 nights or as long as several weeks. For first timers, a 5–7 night cruise is the sweet spot. It’s long enough to explore multiple destinations but not overwhelming.
3–4 nights: Great for beginners, budget-friendly, quick getaways
5–7 nights: Most popular, best balance of time and value
10+ nights: Ideal if you want more destinations and sea days
Step 3: Pick the Right Cruise Line
Not all cruise lines are the same — each has its own personality.
Royal Caribbean – Action-packed with activities (surf simulators, rock walls, Broadway shows).
Carnival – Fun and affordable, with lively nightlife.
Norwegian – Flexible dining, freestyle cruising, modern ships.
Disney Cruise Line – Family-friendly magic at sea.
Celebrity & Princess – More upscale, perfect for couples and adults.
Luxury Lines (Regent, Viking, Oceania) – Small ships, gourmet dining, personalized service.
👉 Tip: Think about who’s going with you. Families, couples, friend groups, or solo travelers all thrive on different cruise lines.
Step 4: Choose Your Cabin Wisely
Cabins (staterooms) come in four main types:
Inside Cabin – No window, most affordable. Good for budget travelers.
Oceanview Cabin – Window/porthole view of the sea.
Balcony Cabin – Private outdoor space. Perfect for relaxing mornings.
Suites – Spacious luxury with extra perks.
👉 If you’re prone to seasickness, pick a mid-ship, lower-deck cabin — it’s the most stable.
Step 5: Budget & Booking Tips
Cruises can be surprisingly affordable when you consider they include accommodations, meals, entertainment, and multiple destinations. Still, costs add up. Here’s how to keep your budget in check:
Book early for the best cabin selection and prices.
Look for wave season deals (January–March is peak sale time).
Consider shoulder seasons (spring or fall) for lower prices.
Factor in extras: drinks packages, excursions, tips, and Wi-Fi.
👉 Pro tip: Work with a cruise vacation planner (like us!) to find deals and perks you won’t see online.
Step 6: Plan Your Shore Excursions
A cruise isn’t just about the ship — it’s also about the amazing places you’ll visit. Shore excursions are tours and activities at each port.
Examples:
Snorkeling in Cozumel 🐠
Wine tasting in Tuscany 🍷
Dog sledding in Alaska 🐾
City tours in Barcelona 🏛
👉 Book excursions early, either through the cruise line or trusted local operators, so you don’t miss out.
Step 7: Prepare & Pack Like a Pro
What you bring can make or break your trip. Essentials for first-time cruisers include:
Passport & cruise documents
Dress code outfits (formal night, resort casual, swimwear)
Seasickness remedies (wristbands, ginger chews, motion sickness patches)
Small carry-on with essentials (since luggage may arrive later on embarkation day)
Step 8: Embarkation Day Tips
The first day of your cruise can be hectic, but with a little planning, you’ll be stress-free:
Arrive at the port city the night before (avoid travel delays).
Check in early to maximize your first day onboard.
Explore the ship — book dining, shows, or spa appointments right away.
Final Thoughts: Smooth Sailing Ahead
Your first cruise doesn’t have to feel overwhelming. By breaking the process down into simple steps, using a cruise vacation planner, and preparing ahead, you’ll be set for smooth sailing.
Remember, planning a cruise isn’t just about logistics — it’s about creating memories that will last a lifetime. From sunrise over the ocean to exploring new ports of call, your cruise adventure awaits.
📩 Want help planning your first cruise? Reach out to us at Oh The Places You’ll Go Travel and let us find you the perfect ship, itinerary, and deals — stress-free.