2026 Itinerary

2-Week Thailand Itinerary for First-Time Backpackers

Bangkok → Chiang Mai → Southern Islands. 14 days, under $1,500 AUD, zero stress.

14
Days
$70-100
Daily Budget (AUD)
3
Regions
4
Internal Flights/Buses

Quick Verdict

This route hits Thailand’s greatest hits without the rushed, see-everything-in-a-blur approach. You’ll get chaotic Bangkok energy, Chiang Mai’s chill mountain vibes, and proper beach time down south. Two weeks is tight but doable—any shorter and you’re just collecting airport stamps.

Perfect For: First-timers, solo travelers, couples who want variety without burnout
Not For: Deep divers who want 5 days per place, party-focused trips (add more island time)

What’s Inside

Route Overview

Here’s the logic: Start in Bangkok (you’re flying in anyway), head north to Chiang Mai for temples and nature, then fly south for beach time before departing. This north-to-south flow minimises backtracking and lets you end the trip properly relaxed.

DaysLocationHighlightsTransport
1-3BangkokTemples, street food, Khao San chaosFly in (BKK/DMK)
4-7Chiang MaiOld City, Doi Suthep, cooking class1hr flight from BKK
8-10Krabi/Ao NangRailay Beach, island hopping1.5hr flight from CNX
11-13Koh Lanta or Koh Phi PhiBeach time, snorkeling, sunsetsFerry from Krabi
14DepartureFly out from Krabi or PhuketFerry + flight

Days 1-3: Bangkok

Bangkok hits different. The heat, the smells, the sheer volume of everything—it’s sensory overload in the best way. Three days is enough to see the highlights without burning out.

Day 1: Arrival + Khao San Area

Land at Suvarnabhumi (BKK) or Don Mueang (DMK), grab a Grab to your hostel, and spend the afternoon recovering from the flight. Evening: wander Khao San Road. Yes, it’s touristy. Yes, you should still see it once. Grab a Chang beer, people-watch, eat pad thai from a street cart.

Day 2: Temple Run

Hit the big three: Wat Pho (reclining Buddha), Grand Palace, and Wat Arun across the river. Start early—by 10am it’s sweltering. The 4-baht ferry across the Chao Phraya is one of the best deals in travel. Afternoon: Chatuchak Weekend Market if it’s Saturday/Sunday, or explore Chinatown’s Yaowarat Road for evening street food.

Day 3: Your Pick

Flex day. Options: Jim Thompson House for Thai silk history, a canal boat tour, MBK Center for cheap electronics, or just wander and eat. Evening flight to Chiang Mai (book ahead—costs $30-60 AUD one way).

Pro tip: Get a Thai eSIM before you land. Data is essential for Grab, Google Maps, and translating menus. AIS or TrueMove tourist SIMs work great and cost around 300-500 baht for 15GB.

Days 4-7: Chiang Mai

Chiang Mai is Bangkok’s chill older sibling. Lower prices, cooler weather (especially Nov-Feb), and a walkable Old City packed with temples and cafes. Four days lets you actually relax here.

Day 4: Old City Exploration

Walk the Old City moat, pop into Wat Chedi Luang and Wat Phra Singh, and find a solid khao soi spot for lunch (try Khao Soi Khun Yai). Evening: Sunday Walking Street market if timing works, otherwise the Night Bazaar.

Day 5: Doi Suthep + Cooking Class

Morning songthaew ride up to Wat Phra That Doi Suthep—the views alone are worth the 309 steps. Afternoon: Thai cooking class (highly recommend). You’ll hit a market, learn 4-5 dishes, and eat everything you make. Costs around 1,000-1,500 baht.

Day 6: Day Trip Options

Pick your adventure: Doi Inthanon National Park (Thailand’s highest peak), Elephant Nature Park (the ethical one—no riding), or the white temple in Chiang Rai if you’re keen on a longer day. Most tours run 1,500-2,500 baht.

Day 7: Slow Morning + Fly South

Sleep in, grab brunch at a hipster cafe (Chiang Mai has loads), last-minute shopping at Warorot Market, then afternoon flight to Krabi.

Accommodation tip: Stay inside the Old City moat. Everything’s walkable, and you’ll save on transport. Dorms run 200-400 baht, private rooms 600-1,200 baht.

Days 8-13: Southern Islands

This is where you recover from all that temple-hopping. The Andaman coast (Krabi side) has the dramatic limestone karsts you’ve seen on Instagram. The Gulf side (Koh Samui, Koh Tao) is better for diving. For a first trip, I’d stick to the Andaman.

Days 8-10: Krabi / Ao Nang / Railay

Base yourself in Ao Nang—it’s the transport hub with decent beaches and nightlife. Day trip to Railay Beach (longtail boat, 15 mins) is non-negotiable. The 4 Islands tour hits Poda, Tup, Chicken Island, and Phra Nang Cave Beach—usually around 1,000 baht including lunch.

Days 11-13: Island Time

Ferry to either Koh Lanta (chill, long beaches, good for couples) or Koh Phi Phi (party scene, Maya Bay day trips). Ferries run 400-600 baht. Spend three days doing absolutely nothing productive: snorkel, read, eat seafood, watch sunsets.

Pro tip: Koh Lanta is dramatically quieter than Phi Phi. If you want to actually sleep before midnight, choose Lanta. If you want to make hostel friends and party, Phi Phi delivers.

Day 14: Departure

Ferry back to Krabi, flight home from Krabi International (KBV) or connect through Phuket/Bangkok. Book an afternoon flight to avoid 5am ferry stress. If you have a late flight, squeeze in one more beach morning.

Budget Breakdown

Thailand is cheap, but costs add up if you’re not paying attention. Here’s what to expect on a mid-range backpacker budget:

CategoryBudget (AUD/day)Notes
Accommodation$15-40Dorms $10-15, private rooms $25-50
Food$15-25Street food $2-4, restaurants $8-15
Transport$10-20Local transport cheap, flights add up
Activities$15-30Tours, entry fees, cooking classes
Misc$5-10SIM card, drinks, souvenirs
Total$60-125Average $80-100/day realistic

14-day total: $1,100-1,750 AUD (excluding international flights). Add internal flights ($150-250 total for 2-3 flights) and you’re looking at $1,300-2,000 AUD all-in for two weeks.

Getting Around

Flights

Domestic flights are cheap if booked ahead. AirAsia, Nok Air, and Thai Lion Air run frequent routes. Bangkok → Chiang Mai and Chiang Mai → Krabi both run $30-80 AUD one way. Book on Skyscanner or direct 2-3 weeks out for best prices.

Trains & Buses

The overnight train from Bangkok to Chiang Mai is a classic backpacker experience (sleeper berths around 800-1,200 baht). Slower but scenic. Buses connect most places but add significant time. Book via 12Go Asia—it aggregates all operators.

Local Transport

  • Grab: Essential. Works like Uber, prices fixed, no haggling.
  • Songthaews: Red trucks in Chiang Mai, cheap fixed routes (20-40 baht).
  • Longtail boats: For island hopping and Railay access.
  • Scooters: Rent for 200-300 baht/day on islands. Only if you’re confident riding.

What to Pack

Thailand is hot and humid. Pack light, do laundry. Essentials: quick-dry clothes, reef-safe sunscreen, a packable rain jacket (monsoon season is real), power bank, and a dry bag for boat days.

Why This Route Works

  • Covers city, culture, and beach in one trip
  • Minimal backtracking—flows north to south
  • Flexible island portion—swap Lanta/Phi Phi as you like
  • Budget-friendly with plenty of hostel options
  • Easy visa (30 days on arrival for most passports)

What Could Be Better

  • 14 days is tight—3 weeks would be ideal
  • Skips northeast (Isaan) and Pai
  • Two internal flights isn’t the cheapest option
  • Beach time feels rushed if weather’s bad
  • Busy season (Nov-Feb) means higher prices

Frequently Asked Questions

Is 2 weeks enough for Thailand?

Enough to hit the highlights, yes. Enough to see everything, no. This route gives you a solid taste of Bangkok, northern culture, and beach vibes. If you have 3 weeks, add more island time or a Pai side trip.

When’s the best time to visit Thailand?

November to February is peak season: cooler, drier, pricier. March-May is scorching. June-October is monsoon season—cheaper, fewer crowds, but expect afternoon rain (especially on islands). Shoulder months (Nov, Feb, Mar) balance weather and value.

Do I need to book accommodation in advance?

For the first night and any island stays during peak season, yes. Otherwise, Thailand has so many hostels you can often book same-day on Hostelworld or just walk in. Flexibility is half the fun.

Is Thailand safe for solo travelers?

Very. It’s one of the most popular solo travel destinations for a reason. Standard precautions apply: watch your drinks, don’t flash valuables, use Grab at night. Scams exist (tuk-tuk gem shop tours, anyone?) but violent crime against tourists is rare.

Should I get travel insurance?

Absolutely. Scooter accidents, food poisoning, and lost bags happen. A decent policy costs $50-100 AUD for two weeks and covers medical, which can run into thousands otherwise. SafetyWing and World Nomads are popular with backpackers.

Ready to Book?

Lock in your flights, sort your eSIM, and get travel insurance. The rest you can figure out on the road.

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