San Diego travelers — if you’ve been waiting for a deal that feels classy, cinematic, and ridiculously worth it… this is your sign.

Best window: Sat, May 9 – Sat, May 16
Boston in May is the definition of “everything hits.”

You get the perfect walking weather, the city looks beautiful (fresh greenery, flowers, waterfront breeze), and the energy shifts into full spring mode — patios, cafes, parks, and that iconic East Coast charm.

Why you should book this one:

  • Boston is built for memorable days: history, waterfront views, neighborhoods with personality, and food that actually delivers.

  • May timing is elite: before peak summer crowds, but the city is already buzzing.

  • Low-effort, high-reward trip: you can build a whole itinerary just by walking—Freedom Trail, North End, Seaport, Harvard Square, the Public Garden… it’s endless.

If you want a trip that feels refreshing, inspiring, and “main character” without needing a complicated plan — Boston is the move.

Other solid date options:

  • $222 RT (May 2 – May 9)

  • $240 RT (May 16 – May 23, JetBlue nonstop)

🔥 Other really good deals this week

  • 🏔️ Salt Lake City — $56 RT (May) — 57% off: insane value for a quick weekend reset and mountain views.

  • 🏔️ Denver — $51 RT (Feb weekend): cheapest weekend hop on the list — easy getaway.

  • 🇪🇸 Barcelona — $483 RT (April) — 43% off: spring in Spain is an absolute flex—perfect temps + fewer crowds.

  • 🇭🇰 Hong Kong — $665 RT (March) — 32% off: big international win—food, skyline, and nonstop “wow” energy.

  • 🏝️ Honolulu — $399 RT (July) — 18% off: discounted summer Hawaii is rare—sunset therapy.

  • 🇮🇹 Rome — $839 RT (late July/early Aug): not the biggest discount, but a strong summer option.

✈️ Honorable mentions (still worth a look)

🏆 Tight Flights Promise
San Diego’s best flight deals, curated and delivered. No spam. No fluff. Just savings worth acting on.

Keep Reading