A romantic getaway isn’t just another trip on the calendar. When you plan with intention, it becomes a turning point—one of those moments you look back on and say, “That was us at our best.” The best weekend getaway tips for couples aren’t about booking the fanciest resort or planning every second of the itinerary. They’re about creating space for real connection, ease, and intimacy.

As a luxury travel advisor who plans honeymoons, anniversaries, and couples’ trips, I know what separates a getaway that’s good from one that stays with you. Thoughtful planning, personalized experiences, and quiet moments you don’t rush through make all the difference.
If you’re ready to plan a trip that’s more than just a vacation, here are some of the best romantic weekend getaway tips for couples to help you create something unforgettable:

1. Don’t Just Book a Pretty Resort You See Online

We’ve all been there: you fall head over heels for a stunning resort online, only to arrive and realize it’s more “spring break party central” than “romantic rendezvous.” Or maybe the charming countryside B&B you decided to book on a deal turns out to be miles away from any decent restaurant or activity. Cue the disappointment music. it’s crucial to remember that not every place will have everything you need for your ideal romantic getaway. Some destinations may be have large crowds, lack privacy, or be missing key amenities that are important to you and your partner. For example, if you want to see whale sharks in Cancun, you can’t go in November. If you have to see dolphins in Los Cabos, you have to go between early December and mid-April. You’ll need to plan around the ideal time to have the vacation you’re envisioning.

So, before you book anything, do your due diligence. What are your must-haves? Are you craving seclusion and privacy? A vibrant nightlife scene? Opportunities for adventure? Make a list, and be honest with yourselves. If a destination or accommodation doesn’t tick those important boxes, it’s a no-go, no matter how tempting the pictures look. When my clients come to me, they don’t have to worry about knowing this information before hiring me to plan their romantic getaway because I go through this with you in a complimentary consultation

2. It’s Never Too Early to Mark Off the Weekend Getaway in Your Calendar

Think you can wing it and plan a romantic weekend getaway last-minute? You might want to think again. Most of the best accommodations and destinations, especially during peak times, get snatched up months in advance. For example, Nantucket is a perfect weekend getaway for couples, but it books up the year before every time. My advice? As soon as you have a date in mind, get it on the calendar. This will not only help you secure your preferred travel dates, but also give you ample time to research. You’ll also have time to make arrangements for flights, accommodations, activities, and other details.

Trust me, there’s nothing romantic about scrambling for flights or settling for a mediocre hotel because everything else is booked. So, as soon as you have a date in mind, mark it on the calendar and start planning. This give you the best chance of securing your dream itinerary. It also allows you to take advantage of early-bird discounts and special offers. Plus, let’s be real- the excitement of planning a trip together can be just as fun as the trip itself! Studies show that the day before the trip is just as exciting as the first day, so don’t waste it planning last-minute BS you could have done by now.

3. Build structure into your weekend getaway without over-scheduling

One of the best tips to make your weekend getaway romantic is this: don’t try to do everything just because you can. A romantic trip isn’t a race — it’s supposed to feel soft, intentional, and unhurried. And yes, I’m speaking from experience here.

I once had clients traveling through Greece on their honeymoon who were so excited they wanted to “see it all.” Every single day was packed with transfers, activities, and early mornings. Santorini one day, a winery the next, then a sailing tour, then another day trip, and barely a breath between it all. On paper, it looked like a dream itinerary. In reality, by day four, they were running on fumes.

They were tired, snippy with each other, and barely had time to sit down and actually enjoy being on their honeymoon. They didn’t need more activities. They needed space to breathe. That’s why I build romantic weekend getaways differently for myself, and my clients. When every last second is planned out with no room for spontaneity, you don’t get romance, you get a checklist. But when the schedule has time, you have time. And that’s the difference between a good trip and one that becomes a core memory.

4. Stop Trying to DIY if You Actually Want it to Feel Romantic

I can’t tell you how many couples come to me after trying to plan everything themselves, even a weekend getaway for two. They have built these massive Google Sheets, compare a dozen flight routes, copy-paste twenty hotel options, and map out every hour of every day. And somewhere in that process, the actual romance disappears. DIYing a romantic getaway can be time-consuming and overwhelming, especially if you’re juggling busy schedules or have limited travel experience.

Let’s be real: spreadsheets are not romantic. While all of my planning tips will help, hiring me or another travel professional will always be my best weekend getaway tip for couples —and we know what they say about what goes last and why. No one looks back fondly on “the night we sat up late fighting over the who has the email for the transfer.” That’s why couples who work with me on their romantic getaway don’t just save time — they save the actual vibe of their trip. Instead of getting lost in logistics, they land in their destination and can immediately drop into vacation mode.

Why you should hire a travel advisor for even weekend getaways

A weekend getaway isn’t about how much you can fit into an itinerary. It’s about how much space you create to actually be present together. When you work with travel advisor like me who specializes in making trips romantic, the chaos melts away. Say goodbye to spreadsheets and frantic 2 am google searches. You can stop asking your mom to ask her friend Janice who took a cruise last year if it was good or not. And most importantly, you can eliminate the fomo second-guessing if you chose a spot that will be perfect for your couples vacation.

I will take the weight of planning off your shoulders — so you can focus on each other, not the logistics. The sooner you click the link below to schedule your complimentary consultation, the sooner I’ll be planning your romantic getaway and you’ll be hearing “ID and boarding pass please.”