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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 $3,300

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 $4,100

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 $4,100

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 $4,100

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 $4,100

Cultural Coastlines of Thailand: Tour for Seniors

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

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  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 89 verified traveler reviews.

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 Graduation Vacation Review: Bangkok, Krabi, Chiang Mai, Elephant Sanctuary, Food Tour, Beaches, 10-Day Trip

We recently returned from a 10-day trip to Bangkok, Krabi, and Chiang Mai. The trip was expertly planned by Zicasso's travel designer and their team, and it was nothing short of amazing. From the moment we stepped out from the jetway, we were warmly greeted by one of the travel company's team members. We were taken care of from the point of arrival to the point of departure and everywhere in between. They planned an unforgettable vacation to celebrate our daughter's college graduation and she was "wowed" with the elephants, the food tour, the beach, and, most importantly, the people.

I wholeheartedly recommend this travel company to plan your next dream vacation. It was nothing short of amazing and we look forward to returning.

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Vietnam, Thailand, Cambodia, Laos Vacation Review: Krabi, Elephant Experience, Cu Chi Tunnels, White Temple, Dairy Farm, Angkor Wat, 1 Month

Zicasso’s travel specialist planned the tour perfectly. Every detail was handled and there were no hiccups. All of the tour guides and drivers were excellent, and the hotels we stayed in were excellent. The itinerary was paced as we wanted it. We highly recommend using this travel specialist for travel in Southeast Asia!

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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 Trip Review: Bangkok, Food Tour, Temples, Chiang Mai, Chiang Rai, Elephant Park, Cooking Class, Krabi, 11 Nights

We really enjoyed our trip. I'd like to give you a detailed review. Zicasso's travel agent did a great job setting up our itinerary. When we had a problem in Krabi, the team was great at helping resolve it.

Our evening food tour in Bangkok was a lot of fun and our guide was great at explaining a lot about the food. The guide who picked us up at the airport was excellent. He got us an extra SIM card. The next day, we had a wonderful experience with him at the Temple of Dawn and the Royal Palace. He took us to the airport and came in with us to make sure we were properly checked in.

Cambodia was an interesting trip. Unfortunately, the guide was not as good as all the other guides. He texted me that he was outside at the airport. I texted him back when we had our luggage and came outside. We couldn't find him for more than 15 minutes. All the other guides were lined up with signs. He finally showed up and said he had been sitting off to the side. He also did not have our SIM card. He said we couldn't stop for it because he had forgotten his ID card. He did bring the SIM cards to the hotel later. He was well-informed about the various sites we visited. At the end of the first day, when he was taking us back to the hotel, I mentioned we were supposed to go to the Killing Fields. He said he had forgotten and it was too hot and too late, even though we still had another hour of touring left. He rearranged our next two days so we could include the Killing Fields. On the last day, when he brought us to the airport, he dropped us off outside and left. This is not the attention we received from the other guides. I felt he knew the necessary information to share as a guide, but lacked the professionalism of the other guides.

Our guide in Chiang Rai/Chiang Mai was wonderful! She was very attentive, knowledgeable, and flexible, and a pleasure to spend time with. She also came into the airport with us when we were leaving to make sure everything was in order.

Krabi was nice and relaxing. There was a problem with our room at the hotel. They put us on a side where there was garbage and loud construction going on. When we originally booked Krabi, the hotel that was recommended no longer had the room available that was quoted and we did not want to spend extra to upgrade, so we were put in this hotel. This was not our agent's fault; the hotel should not have put any guests on that side of that building. Our agent was quick to address the situation and the next day we were moved to a nicer room in a different building.

Overall, it was a wonderful vacation. This was our second time booking through Zicasso and both trips were wonderful. Thank you.

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Thailand Tour Review: Phang Nga, Phuket, Chiang Rai, Chiang Mai, Yacht Experience, 12-Day Trip

We had the absolute best time ever in Thailand. From start to finish, this trip was seamless, thoughtful, and incredibly well executed by Zicasso's travel specialist. Every detail was handled with care, from airport transfers and flights to hotels, guides, and on-the-ground logistics, which allowed us to fully relax and enjoy the experience without ever feeling stressed or rushed.

The itinerary struck the perfect balance between adventure, culture, and downtime. We saw and did so much, yet everything felt paced and intentional rather than packed. The accommodations were exceptional, the guides were knowledgeable, warm, and professional, and every transition between destinations was smooth and well communicated.

What really stood out was how personalized the trip felt. It was clear that a lot of attention went into understanding what we wanted out of the experience and tailoring it to fit us perfectly. We felt supported the entire time and always knew someone was available if we needed anything.

Thailand itself was beyond beautiful, but the planning and execution by Zicasso’s travel company elevated the trip into something truly unforgettable. We could not recommend them more highly and would absolutely use them again for future travel. A huge thank you to our travel specialist for her incredible care, attention to detail, and thoughtful planning. She truly made this trip extraordinary.

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