Cheers to Better Marketing: Embrace the 'Tipsy Best Friend' Strategy 🍹

March 7, 2025

Imagine that a hotel is your best friend who’s had a little too much fun at the party, and now they’re texting you about why you should book a stay. That’s the idea behind the fun and friendly “tipsy best friend” tone! Hotels can use this playful style to make emails, social media posts, and ads feel personal and exciting. It’s like getting advice from someone who really cares about you—just with a bit more enthusiasm!

Why Tipsy Friends Work

People trust their friends’ advice, and using this tone makes guests feel like they’re talking to someone who “gets” them. Instead of boring, salesy messages, the tone feels honest, warm, and relatable. This emotional connection helps build trust and gets people more interested in what the hotel has to offer. Research also shows that when messages feel personal and match what people like or care about, people are more likely to engage or buy. For example, a fun suggestion to get a massage sounds a lot better when it feels like it’s coming from a friend encouraging you to treat yourself.^{1, 2, 3}

Examples of “Tipsy Best Friend” Tone

Hotels can use the Tipsy style to make catchy email subject lines, Instagram captions, and even chatbot messages. Here are some examples of what this could look like:

Email Subject Lines: Hot Tub + Happy Hour = The Weekend You Deserve 🍹
Social Media Posts: You + ocean views + bottomless mimosas? Text your squad. We’ve booked the cabanas for you 🏖️
Special Offers: Late checkout? Go ahead, sleep in—you’ll need it after the wine tasting 🍷
Chatbot Messages: Between the deluxe pool suite and the room with the private balcony, I’d say go with the balcony—trust me, the sunsets are chef’s kiss 👌

How Hotel Can Use This

With AI tools like ChatGPT, hotels can create these fun and flirty messages on a large scale. You can tailor the tone to different people, like making luxury-focused messages for people who want a fancy experience or exciting ones for travelers looking for adventure. AI can help write emails, social media posts, and even virtual assistant suggestions to make guests feel welcomed and understood.

Sample ‘Tipsy’ Prompts

To create content that resonates with guests, hotel sales directors and marketers can use AI to generate engaging content styled as recommendations from a “tipsy best friend.” Here are some prompt examples designed to elicit creative, personable, and relatable responses.

Email Promotions:

“Write an email subject line inviting guests to a weekend getaway that feels like a spontaneous idea from a tipsy friend. Make it fun and enticing!”
“Create an email body for a last-minute deal on spa treatments, written as if a close friend is trying to convince you to indulge.”

Social Media Posts:

“Generate a social media post promoting our rooftop bar’s happy hour, using a casual, tipsy tone that makes it sound like your best friend is recommending it.”
“Craft a playful Instagram caption for a photo of our hotel pool, as if it’s coming from a cheerful friend who just had an amazing day by the water.”

Guest Engagement Messages:

“Draft a chatbot response helping guests choose between room upgrades, using a friendly, laid-back tone that feels like advice from a close companion.”
“Create a conversational message for a virtual assistant that recommends local attractions, packed with humor and a tipsy friend’s excitement.”

Why It’s Worth Trying

This style of communication can bring more personality to your brand and help your guests feel connected to your hotel, not just as customers but as friends. That connection can lead to more bookings and happier visitors. So why not let your “tipsy best friend” take charge of your marketing? It’s time to make your hotel stand out and keep guests coming back for more!