Traveling With Celeste

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Traveling With Celeste Contact information, map and directions, contact form, opening hours, services, ratings, photos, videos and announcements from Traveling With Celeste, Travel Agency, Boston, MA.

Premium cruise, resort, and theme park travel advisor based in Boston 🧡
I help families with teens, young adults, and beyond plan trips everyone actually wants to take, with expert guidance, insider knowledge, and personalized recommendations

You might want your cruise booked BEFORE the Black Friday sales start.Especially if you’re planning to buy the drink pac...
11/02/2026

You might want your cruise booked BEFORE the Black Friday sales start.

Especially if you’re planning to buy the drink package. 👀

Drink packages, Wi-Fi, specialty dining, and excursions can hit some of their lowest prices of the year during Black Friday sales. But you need a booked cruise to buy them.

And the cruise itself? Waiting for the sale doesn’t always get you a better price. A bigger percentage off doesn’t necessarily mean a smaller total.

Here’s what I recommend:

Let’s find your sailing and check the fare now. If it’s a good fit, your deposit secures that price, with the balance due at your final payment deadline.

When the Black Friday offers arrive, I compare them with what you booked.

Lower price? If your reservation qualifies, I can have it repriced.

Higher price? You keep the earlier fare.

Meanwhile, you’re already booked and ready to check the sales on the extras you actually want.

That’s why it’s worth having the conversation before the sale starts. We can look at the numbers now, understand your options, and give you something useful to compare those Black Friday offers against.

Have a cruise in mind? Message me your month, destination, and how many people are going. I’ll take it from there.

No fee for my planning help, and no obligation to book.

Repricing depends on cruise line, fare rules, and timing and may affect included benefits. Deposits may be non-refundable. Add-on offers and availability vary by sailing.

Your teens still want to come on the family vaca, they just don’t want every minute planned with you. 🧡That’s one reason...
11/02/2026

Your teens still want to come on the family vaca, they just don’t want every minute planned with you. 🧡

That’s one reason I like a ship like Harmony of the Seas (the same class as the ship Milo and I were on in September). Water slides, a surf simulator, a zip line, and plenty for them to do while you enjoy some downtime of your own.

You can spend the day doing different things and meet back up for dinner. Still a family vacation, with a little breathing room.

The June 26, 2027 sailing is 7 nights in the Eastern Caribbean, and our group pricing makes it worth a look:

• Balcony cabin for two: $3,409
• Plus $100 in onboard credit
• Direct-booking price: $4,323

That’s $914 less, plus the onboard credit.

Need room for three or four, or thinking about separate cabins for the kids? I’ll check the options and pricing for your family.

Comment HARMONY (or message me) and I’ll send you the details.

Pricing is based on two guests sharing a balcony cabin. Pricing and availability are subject to change.

I toured Norwegian Breakaway at Flynn Cruiseport this morning, It’s the ship most Boston families are looking at for Bos...
11/01/2026

I toured Norwegian Breakaway at Flynn Cruiseport this morning, It’s the ship most Boston families are looking at for Boston to Bermuda (no flights required!).

Swipe for the waterslides, the kids club, the teen lounge, and restaurant spaces.

I do these tours so I’m not selling you a ship from a brochure. When a family asks whether the teen lounge is worth planning around, or how far the kids club is from the pool, I want to answer from having stood there.

Thank you to Norwegian Cruise Line and to our BDM Derek Funk for arranging the visit.

Ask me about any space on this ship and I’ll tell you what it’s actually like.

10/22/2026

You hire people to take care of other things in your life. Why not outsource your vacation to an expert?

Booking early is how you get to be picky.The connecting cabins. The family suite with a bedroom door that actually close...
10/20/2026

Booking early is how you get to be picky.

The connecting cabins. The family suite with a bedroom door that actually closes. The room that fits five without someone on a pullout.

Those are the things that disappear first, and they do not come back. The headline price is almost never what runs out.

So I built something. Pick the kind of vacation you are considering, whether that is a cruise, Disney, Universal, a resort or even flights, and it tells you the window I would book in and why. Alaska and river cruises are on there too, and those two surprise people.

Thinking about 2027, this is a good place to start:
https://www.travelingwithceleste.com/articles/when-to-book-your-vacation?utm_source=facebook&utm_medium=social&utm_campaign=when-to-book&utm_content=post

Traveling sooner than that? Tell me anyway. We work with what is there.

10/16/2026

“The 1400” at the 1400 Bar on Star of the Seas. 🍸🌊

#1400

10/16/2026

Royal Caribbean, I need the Aqua80 soundtrack. The exact remixes. Please and thank you.

I’m off Oasis of the Seas and still thinking about this show. The music is SO good, and then someone casually dives from a height I would need to be rescued from.

Anyone else come home from a cruise with one show living rent-free in their head?

I've been quoting Christmas break and Presidents' Day weekend trips all week. I'm finding options, but some of the best ...
10/16/2026

I've been quoting Christmas break and Presidents' Day weekend trips all week. I'm finding options, but some of the best family room configurations are already gone.

Here's what sold out actually looks like: the connecting rooms are gone, the family suites are gone, and the only thing left for your family of four is a lovely king bed. Good luck with that.

Summer 2027 is your chance to be one of those annoyingly organized people who got exactly what they wanted.

Thinking about a trip? Tell me where and when. I'll help you figure out what's worth booking.

How are your 2027 travel plans shaping up?Here’s mine so far. A 4-night Virgin Voyages cruise with a friend in January. ...
10/14/2026

How are your 2027 travel plans shaping up?

Here’s mine so far. A 4-night Virgin Voyages cruise with a friend in January. A 7-night sailing in The Retreat on Celebrity Apex for my agency’s annual soiree. And a week in Orlando with my husband and the kids for Epic Universe, then on to Disney World, where we’re staying at the Polynesian 😍 (I have wanted that one for a very long time.)

After that, college tours. And then who knows.

I’ve been quoting February and April vacation weeks for several families this month - Aruba, Puerto Rico, USVI, cruises (including out of Boston), Disney World, and a lot of it is already filling up or gone. If either break is on your mind, now is the time to be looking, not January.

Tell me what you’re thinking about and I’ll pull what’s actually open for your dates. If it’s February or April break, make it this week.

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Boston, MA

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