Thailand and Maldives Itinerary: 2 Weeks

Luxury Maldives Itinerary

2 nights in Bangkok, 3 nights in Railay Beach, 3 nights in Chiang Mai and 5 nights in the Maldives

  • Day 1: In Flight!
  • Day 2: Bangkok
  • Day 3, 4 and 5: Railay Beach (or Yao Noi, Koh Samui, etc – flexible)
  • Day 6, 7 and 8: Chiang Mai
  • Day 9: Bangkok
  • Day 10-14: Maldives

Trip Description: This once-in-a-lifetime experience begins in Bangkok, where you’ll shake off that jetlag with temple tours, a visit to the Grand Palace and copious amounts of delicious pad thai.

Next up on the itinerary: Railay Beach — the picturesque Thai beach that you’ve been dreaming about. Here, you’ll find endless emerald waters surrounded by dramatic limestone cliffs and beaches lined with colorful longtail boats. Days will be spent on gorgeous beaches, island-hopping boat tours and even rock-climbing, for those with an adventurous side.

After lazy days on the beach, it’s time for some adventure! Chiang Mai will give you the opportunity to cuddle with elephants (we only recommend humane elephant experiences!), learn how to cook authentic Thai food and zipline with the famous Gibbon monkeys.

Next, you’ll head back to Bangkok for a night for an easy transition to the Maldives.

When morning comes, it’s time to head to paradise – an easy 4-hour nonstop flight connects you to Male, where you’ll take either a seaplane or boat transfer to your secluded and luxurious island resort. The next 4 or 5 nights (depending on how much relaxation you crave), will be spent enjoying life in the most idyllic setting imaginable.

*ESTIMATED LAND ONLY PRICING (no longhaul air)

Ballin’ On a Budget

  • 4-star hotels throughout the trip
  • Daily breakfast
  • All intra-country flights
  • Humane elephant experience for 2 people
  • Phi Phi island-hopping boat trip
  • All taxes and fees

The Damage (what your wallet can expect):

  • November-April: $3300 per person
  • May-October (rainy season): $2800 per person

The Splurge:

  • 5-star hotels throughout the trip
  • Daily breakfast
  • All intra-country flights
  • Humane elephant experience for 2 people
  • Phi Phi island-hopping boat trip
  • 75-minute couples massage at 5-star spa
  • All taxes and fees

The Damage (what your wallet can expect):

  • November-April: $5000 per person
  • May-October (rainy season): $4000 per person

*Note: Prices listed on this page are based on season, and may rise or fall based on the exact dates you select.

Click here to start planning your Thailand and Maldives itinerary!