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Two Week Thailand Island Hopping Itineraries

The quintessential Thailand vacation has to include its marvelous islands. Dramatic landscapes set in gorgeous clear waters, accompanied by intriguing local traditions, make it a trip to remember. On your two-week Thailand island-hopping itinerary from Zicasso, get exclusive access to secluded retreats and the tantalizing cultural gems that exist there.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Small tropical island with sand beach near Koh Yao Noi, Thailand

14 Day Trip IdeaFrom $4,200

Hidden Islands of Thailand Tour: 14 Days Off the Beaten Path

Phuket, Koh Racha Yai, Koh Jum, Ko Mook, Trang +3 more
Aerial view of towering limestone cliffs and mangrove forest in Phang Nga Bay, Thailand.

14 Day Trip IdeaFrom $5,100

14-Day Cultural Tour of Thailand’s Islands

Koh Phi Phi, Koh Lanta, Krabi Town, Phang Nga Bay, Phuket +2 more

14 Day Trip IdeaFrom $5,100

Thailand Thrill & Adventure Island Tour for Families

Krabi Town, Koh Samui, Koh Tao, Koh Chang, Phuket
National Marine Park in Koh Samui, Thailand

14 Day Trip IdeaFrom $5,100

Gems of Thailand’s Islands for Two Itinerary

Bangkok, Koh Samui, Koh Tao, Koh Phangan, Koh Racha Yai +2 more
The Sanctuary of Truth on the coast of Pattaya, Thailand.

14 Day Trip IdeaFrom $5,100

Cultural Coastlines of Thailand: Tour for Seniors

Bangkok, Koh Si Chang, Pattaya, Koh Chang, Ao Nang +1 more

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  1. 1.Share Your Travel Dreams

    Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

  2. 2.Meet Your Travel Specialists

    To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

  3. 3.Design Your Perfect Journey

    Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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4.9

Reviews of Zicasso's Two Week Thailand Island Hopping Itineraries

Based on 771 verified traveler reviews.

Cambodia, Thailand, Vietnam Trip Review: Siem Reap, Phuket, Hoi An, Hue, Elephant Sightings, Catamaran Trip, 2 Weeks

We were so pleased with the whole experience. Zicasso’s travel specialist listened to what we were looking for and presented several different options to achieve our goals. The end itinerary was perfect. The trip itself was amazing. The tour guides were fantastic, the hotels very nice, and the experiences were unforgettable.

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Vietnam, Thailand Travel Review: Lan Ha Bay, Krabi, Cruise, Beaches, 19-Day Trip

The service from Zicasso’s travel company was exceptional throughout the trip. They did a great job keeping in touch and ensuring all tours and transfers were on time and satisfied our expectations.

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Vietnam, Thailand, Cambodia Tour Review: Ha Long Bay, Chiang Mai, Angkor Wat, Bangkok, Phuket, Cruise, Catamaran Ride, 3 Weeks

Our trip was exceptional in every way. The seamless transfers, great informative guides, beautiful hotels, and the way Zicasso's travel specialist pivoted our stay in Da Nang due to flooding in Hoi An to a beautiful spa. The wonderful sites we saw, the tuk-tuk food tour in Bangkok, and the extra things. It was all great!

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Thailand, Cambodia Tour Review: Bangkok, Chiang Mai, Siem Reap, Angkor, Local Cuisine, 12-Night Trip

The trip covered a lot of ground, with four cities in Thailand and Siem Reap in Cambodia. The details and the logistics of the trip were timely and well communicated by Zicasso's travel company. The guides were punctual, well-informed, and passionate about the countries' histories.

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Thailand Vacation Review: Krabi, Beaches, 2 Weeks

The services provided were super-helpful and the sites visited were great. The hotel bookings were perfect, too.

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Thailand Honeymoon Review: Beach Resorts, Private Guides, Local Cuisine, 22-Day Trip

Zicasso’s travel company absolutely crushed it. A huge shout-out to our travel specialist for planning the perfect honeymoon—every detail was dialed in, from hotels to transfers to experiences. And massive thanks to the travel specialist and the team for being so responsive and helpful while we were in Thailand—communication was flawless.

This was a super-complex 22-day trip and somehow everything ran perfectly smooth. Every hotel was amazing, every guide was knowledgeable and fun, and we never once felt stressed or confused. My wife and I are genuinely blown away.

We could not recommend this travel company more. If you’re planning a big trip, especially something special like a honeymoon, this is the team you want.

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