Your First Cruise Timeline: The Complete Month-by-Month Booking Guide (From 18 Months Out to Sailing Day)

Sunny Shores

Cruise Writer
Staff member
Planning your first cruise can feel overwhelming, but I've got you covered. After 40+ cruises, I've learned that timing is everything when it comes to getting the best prices, securing your ideal cabin, and actually enjoying your vacation instead of stressing about last-minute details.

Here's your complete month-by-month timeline for booking and preparing for your first cruise, with real prices and insider tips that'll save you both money and headaches.

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18-12 Months Before: The Early Bird Window​


This is when cruise lines release their itineraries and open bookings for future sailings. You'll see the absolute lowest prices here – I'm talking $89 per person for interior cabins on Carnival Vista 7-day Caribbean cruises, or $149 for interior rooms on Norwegian Breakaway Alaska sailings.

What to book now:
  • Popular sailing dates (holidays, school breaks, Alaska summer season)
  • Specialty cabins (Haven suites on Norwegian, Royal Suite Class on Royal Caribbean)
  • New ship inaugural seasons (like Icon of the Seas' first year)

Pro tip: Don't stress about picking the "perfect" cabin yet. You can always upgrade later, but you'll lock in these launch prices. I booked my Deck 9 balcony on Symphony of the Seas for $1,299 per person – the same cabin cost $2,100 six months later.

What NOT to do: Don't book shore excursions or specialty dining yet. Prices often drop closer to sailing, and you might change your mind about ports.

Share your early booking experiences in our First Time Cruisers forum!

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11-6 Months Before: The Sweet Spot for Most Cruisers​


This is my recommended booking window for first-timers. You'll still get good prices (maybe $20-50 more per person than launch rates), but you'll have more sailing date options and real reviews from travelers.

Your booking checklist:
  • Choose your cabin category and deck (avoid Deck 1 and directly under the Lido Deck)
  • Book your cruise fare
  • Purchase travel insurance within 14 days of your initial payment
  • Start monitoring your cruise price with Cruise Fish or CruiseSheet

Real example: I booked a 7-day Eastern Caribbean on Celebrity Eclipse eight months out for $1,850 per person (Deck 7 balcony). The same cabin category cost $1,650 at launch but $2,400 three months before sailing.

Money-saving insider tip: Book during "Wave Season" (January-March) for additional perks like free Wi-Fi, beverage packages, or onboard credit. Royal Caribbean's "Crown & Anchor" sales during this period can save you $200-400 per cabin.

5-3 Months Before: Documentation and Dining Planning​


Now's the time to handle the practical stuff and start the fun planning.

Essential tasks:
  • Apply for passports (processing takes 6-8 weeks)
  • Book specialty dining reservations (opens 90 days out for most lines)
  • Research shore excursions but don't book cruise line versions yet
  • Start checking for cruise price drops weekly

Specialty dining strategy: On Royal Caribbean, Chops Grille books up fast – reserve your sea day dinner first. On Norwegian, Le Bistro and Teppanyaki fill up quickest. Celebrity's fine dining restaurants rarely sell out, so you can wait.

Shore excursion homework: Research independent tour companies like Shore Excursioneer or Viator. You'll save 40-60% compared to ship excursions. Just ensure they guarantee ship-time return.

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2 Months Before: Online Check-in and Room Service Menus​


Online check-in typically opens 75-90 days before sailing. Don't sleep on this – it affects everything from boarding time to restaurant reservations.

Check-in day priorities:
  • Complete online check-in immediately when it opens (usually 6 AM EST)
  • Upload a good photo – it'll be on your room key and used at bars
  • Select early dining (5:30 PM) or late dining (8:00 PM) for main dining room
  • Add emergency contact information
  • Purchase beverage packages if you want them (they're cheaper pre-cruise)

Beverage package math: Royal Caribbean's Deluxe Beverage Package costs about $65-75 per day pre-cruise vs. $85+ onboard. You break even at roughly 6-7 drinks per day.

Hidden gem tip: Book spa treatments now for sea days. The Thermal Suite pass on Celebrity costs $39 pre-cruise but $59 onboard, and includes access to saunas, steam rooms, and the relaxation pool.

Need help with online check-in? Our First Time Cruisers forum has step-by-step guides!

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1 Month Before: Final Bookings and Packing Prep​


One month out is decision time for those last few add-ons and the start of serious packing planning.

Last-minute bookings:
  • Shore excursions (book independent tours now)
  • Specialty dining (grab any remaining reservations you want)
  • Internet packages (slightly cheaper than buying onboard)
  • Laundry service (if you're cruising 10+ days)

Packing reality check: Start laying out clothes now. You need fewer formal outfits than you think – most 7-day cruises have just 1-2 formal nights. But pack more casual day clothes and comfortable walking shoes.

Essential items to buy now:
  • Reef-safe sunscreen (cruise ship shops charge $25+ for good brands)
  • Dramamine or ginger tablets (motion sickness hits when you least expect it)
  • Power strips (cruise cabins have limited outlets)
  • Magnetic hooks for cabin doors (standard hooks won't stick)

1-2 Weeks Before: Weather Watching and Final Details​


The home stretch! Time for final preparations and setting realistic expectations.

Your final week checklist:
  • Check weather forecasts for embarkation city and ports
  • Confirm transportation to the cruise port
  • Set up phone international plans (or confirm you'll use ship's Wi-Fi)
  • Notify banks of travel dates
  • Download the cruise line's app

Transportation tip: Book port parking in advance – it's $25-35 per day at most ports, and popular sailings sell out. Miami and Fort Lauderdale fill up fastest.

Weather wisdom: Pack one warm layer even for Caribbean cruises. Those ship dining rooms can be freezing, and early morning/late evening on deck gets chilly.

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Sailing Day: Embarkation Success​


You made it! Here's how to start your cruise right.

Boarding day timeline:
  • Arrive at port 12:00-1:00 PM (avoid the 11 AM rush and 3 PM crowds)
  • Eat lunch onboard immediately – the buffet is least crowded right after boarding
  • Explore the ship while others wait in cabin assignment lines
  • Attend the mandatory muster drill (it's required, no exceptions)
  • Make dinner reservations for the rest of the cruise

First-day insider move: Head straight to the specialty restaurant reservation desk after lunch. Popular restaurants book up by day 2, especially on sea days.

Cabin reality: Your room might not be ready until 3-4 PM, but you can board, eat, and explore. Store carry-on bags in your eventual cabin hallway if needed.

What If You're Booking Last Minute?​


Sometimes life happens, and you need to book a cruise with just weeks to spare. You can absolutely still have an amazing time – you'll just pay more and have fewer choices.

Last-minute booking strategy (under 60 days):
  • Be flexible with cabin categories – upgrade deals are common
  • Book everything immediately upon booking (dining, excursions, etc.)
  • Consider guarantee cabins for lower prices (cruise line picks your specific room)
  • Pack essentials in carry-on in case luggage delivery is delayed

The bottom line: I've had fantastic last-minute cruises, including a $899 balcony on Oasis of the Seas that I booked 3 weeks out. You'll pay premium prices, but the experience is worth it.

Timeline Summary: Your Cruise Planning Cheat Sheet​


18-12 months: Best prices, book popular dates and premium cabins
11-6 months: Sweet spot for most bookings, good prices with better selection
5-3 months: Handle documentation, book specialty dining at 90 days
2 months: Complete online check-in, buy beverage packages
1 month: Final add-ons, start packing prep
1-2 weeks: Weather check, confirm transportation
Sailing day: Arrive 12-1 PM, explore immediately

Remember, your first cruise doesn't have to be perfect – it just needs to be fun. I made plenty of mistakes on my first sailing (like bringing 4 formal outfits for a 7-day cruise with 1 formal night), but I still fell in love with cruising.

Ready to start planning your first cruise adventure? Join thousands of first-time cruisers sharing tips, deals, and excitement in our First Time Cruisers forum!
 
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