Surprise trips thrive on curated choices. Pick two or three lesser-known spots in the same region to keep flights cheap. A site that pairs flights with boutique stays and shows per-night totals is https://en.tripmydream.com/ – toggle “couples” filters. Read recent traveler blogs for off-grid beaches or vineyard towns, avoid peak holiday weeks, and lock refundable bookings. Add a cooking class or sunset sail once onsite; small shared moments beat crowded resorts. Reveal the destination with a printed itinerary over breakfast.