THE HONEYMOON COUPLE
Puglia, Italy
Newly engaged couple, both 32, working in tech. Budget: $6,000 total (7 nights). Here's how we turned their vision into a booked trip.
22 minutes
Time to book
3 weeks until trip
Planning window
$4,200 for 7 nights (under budget)
Final price
10-15 hours
Time saved vs DIY
THE BRIEF
"We want somewhere romantic but not basic. Not Cancun or an all-inclusive. Good food matters more than a beach. We're foodies."
REQUIREMENTS
- • Must have: Great restaurants nearby, romantic vibe, walkable
- • Can't do: Long-haul flights (max 8 hours from NYC)
- • Dealbreaker: "Resort feel" or tourist crowds
OUR PROCESS
RULED OUT
- × Caribbean islands
Too "honeymoon cliché" for them
- × Bali
20+ hour travel time
- × Santorini
Peak season crowds, overexposed on Instagram
CONSIDERED
- ○ Portugal (Lisbon + Sintra)
Great food, romantic, but they'd been before
- ○ Amalfi Coast
Stunning but crowded in their window
- ○ Puglia, Italy
Off-the-radar, incredible food scene, authentic
OUR RECOMMENDATION
Puglia — off-peak pricing, authentic, beaches + food without the crowds
THE BOOKING
MASSERIA (RESTORED 17TH-CENTURY FARMHOUSE)
- Why it won: Private, romantic, farm-to-table meals included, trulli architecture they'd never seen
- Price: $4,200 for 7 nights (under budget)
- Extras: Cooking class ($150), truffle hunting experience ($200)
THE OUTCOME
Booked. They sent photos of homemade orecchiette. Called it "the best trip we've ever taken."
DIY ESTIMATE
10-15 hours
WITH OTHERWHERE
22 minutes
YOUR TURN
WANT THIS FOR YOUR TRIP?
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