Negotiation isn’t just reserved for the job or when asking for a raise. On vacation, it’s one of the most underrated money skills you can use. From upgrades at the hotel to buying souvenirs, I’ve saved thousands just by asking more savvy questions and being slightly bolder. Here’s how I do it — without being pushy, uncomfortable, or ruining the vibe.
1. Ask Before You Assume
Whatever I am booking, whether a boutique hotel or a local product from a bazaar, I never accept the first price quoted as final.
It never hurts to ask, “Is that your best rate?” or “Is there a discount if I pay in cash or stay longer?”
✅ Saved: $220 for a 3-night stay at a tiny hotel in Nice just by booking directly and inquiring if they can beat their competitors’ price.
2. Be Curious, Not Cheap
When you shop at local shops, especially in Menton or in the villages outside Monaco, I say hello to merchants with genuine interest. People are much more open to negotiating if you start out with a compliment or inquiry.
Tip: Do, “This is lovely — what’s the story behind it?” Then take a breath. Often enough, the vendor will add in a better deal or throw in an offer.
✅ Saved: Got a hand-embroidered linen set in Eze reduced by 25% after negotiating with the owner.
3. Bundle Strategically
If you’re buying multiple items, especially gifts, you’re in a strong bargaining position. Don’t miss out.
Tip: “If I take some of these, could we have a bundle price?”
✅ Saved: Over $100 total at many markets all over the South of France.
4. Go Direct (Hotels, Tours, Transfers)
Try to avoid third-party booking sites when possible. DM the company, visit their website, or pop in.
Pro tip: Direct bookings typically come with free upgrades, no surcharges, and the ability to change if you ask.
✅ Saved: Got a free breakfast and sea view room in Cannes by booking via the hotel’s WhatsApp number.
5. Use Timing to Your Advantage
Request upgrades at the best time — usually late afternoon (after check-in time) or secluded stores just before closing.
Tip: “Any chance of a view room if there are any spaces?” (said politely and smiling)
✅ Scored: Late checkout, better seats, and not-listed benefits merelyfor catching staff when it was quiet.
6. Know When Not to Negotiate
Sometimes just pay full price and respect the craftsmanship. In townswhere craftsmanship is high or the margin is tight, don’t resist. Read the room.
Pro Tip: If unsure, ask about the process instead: “How long did this take to make?”
✅ Value: Creates relationships and supports local makers without being extractive.
Final Thought: Negotiation is a Travel Superpower
It’s not cheap — it’s deliberate. You’re not just pinching pennies; you’re investing in confidence, relationships, and experiences that are more intimate.
Ask politely. Ask ahead of time. Ask often. You have no idea what a little curiosity (and courage) can unlock.