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Two Week Thailand Island Hopping Itineraries

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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.

How Zicasso Works In 3 Simple Steps

  1. 1

    Describe your dream trip with luxury vacation package and/or adventure tour.

  2. 2

    We match you with up to 3 top travel specialists (travel agencies). They compete to plan your trip and tour.

  3. 3

    Book the trip when you are satisfied.

Ratings of Zicasso's Service

Tailor Made Itineraries

Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.

Small tropical island with sand beach near Koh Yao Noi, Thailand
Hidden Islands of Thailand Tour: 14 Days Off the Beaten Path

14 Day Custom Tour

Dynamic pricing from $3,271

On this exclusive 2-week island-hopping journey, you will travel to exquisite resorts located on castaway shores and cherish the impeccable spotlights of natural wonder and culture that abound from this island paradise. Thailand’s islands are adored for their powdery sands, crystalline seas, and limestone cliffs. Among the garden of coveted, tropical destinations are a collection of rarely visited isles that make for a fabulous off-the-beaten-path escape.

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Aerial view of towering limestone cliffs and mangrove forest in Phang Nga Bay, Thailand.
14-Day Cultural Tour of Thailand’s Islands

14 Day Custom Tour

Dynamic pricing from $3,999

Explore Thailand’s cultural character, dynamic culinary scene, and captivating history during this handcrafted 14-day tour across the Andaman Sea. Travel to the velvety shores of fabled locations to absorb the diverse aspects of local life and to wallow in the majesty of premier palm tree-lined beaches. Encounter the delectable cuisine, beloved museums, and humble villages.

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Thailand Thrill & Adventure Island Tour for Families

14 Day Custom Tour

Dynamic pricing from $3,999

On this customizable 2-week tour to Thailand’s famed karst islands, nothing separates you and your family from the enthralling activities and enchanting sights. Submerge yourselves in the magical atmosphere that emanates from this culturally rich country as you witness wildlife spectacles from an array of electrifying vantage points. Come immerse yourselves in the decadent flavors of Thai cuisine and the country’s iconic landmarks.

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National Marine Park in Koh Samui, Thailand
Gems of Thailand’s Islands for Two Itinerary

14 Day Custom Tour

Dynamic pricing from $3,999

From teasing your palates at Michelin-starred restaurants to soaring across the crystal-clear waters of the sea, there is much to keep the two of you brimming with smiles during your two-week stay. Celebrated for its alluring garden of forested islands that peak out of stretching marine seascapes, Thailand’s islands yearns to be explored by adventurous couples. Observe the spellbinding displays of unspoiled environment and be absorbed by the riveting traditional lifestyle.

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The Sanctuary of Truth on the coast of Pattaya, Thailand.
Cultural Coastlines of Thailand: Tour for Seniors

14 Day Custom Tour

Dynamic pricing from $3,999

Leave no stone unturned on this 2-week cultural tour through Thailand’s cherished islands. This tour leads you to exalted environments that are teeming with wildlife and cultural landmarks. Escape the hustle and bustle on castaway beaches, unravel Phuket’s industrious heritage, sail across sapphire seas, and submerge yourselves in the country’s complex blend of cultures.

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Why Travelers Choose Us

Benefits of Using Zicasso

Plan Your Trip with
Top Travel Specialists
We connect you with the best boutique tour companies to plan your dream trip.
Your Itinerary Tailor-Made
Just for You
Travel with a personalized itinerary and experiences designed for you.
Travel Worry-Free
Every Time
24/7 support and local assistance for every moment of your vacation.

We Work With the Best Thailand Travel Agents for Island Hopping

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More About Thailand Island Hopping Itineraries

Thailand Travel Guide
Boat on the river passing in front of Wat Arun at dawn in Bangkok, Thailand
Thailand Travel Guide

Venture to what seems like a whole new world with the information you need to make it go smoothly and the inspiration to make it memorable.

Explore the Travel Guide and be well-equipped for creating your own Thailand itinerary alongside a Thailand travel specialist.

When you ready, submit a Trip Request and get connected with one of the industry experts who will coordinate an itinerary that fits your preferences.

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9 Best Islands to Visit in Thailand
Koh Phi Phi Leh, Thailand
9 Best Islands to Visit in Thailand

The nine best islands in Thailand demonstrate rustic beauty or luxurious vistas, with each new destination offering an introduction to the diverse characteristics that have made the islands places of discovery, immersion, relaxation, and adventure.

Dive into the pale, crystal-clear water to scuba with tropical marine life. Venture into tropical jungle to find pristine wilderness. Sail around enormous karsts or bask on the white-sand beaches as you find the right island for you.

Whether eager to visit a famous island landscape or looking for a secluded, lesser-known escape, the top islands can give any traveler a preferred experience as you embrace the beauties of life in Thailand.

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How to Plan a Trip to Thailand: Frequently Asked Questions
Ko Phak Bia in the Krabi Province of Thailand, with limestone karsts, white beaches and clear water,popular for snorkeling
How to Plan a Trip to Thailand: Frequently Asked Questions

Spend time on the beaches of Thailand, explore the Andaman Islands, or discover Chiang Mai culture as we help you navigate the Land of Smiles.

You can take advantage of great weather in Thailand when winter strikes the northern hemisphere. Whether you want to experience the romance of a honeymoon or discover local culture as a family, this guide covers our top travel tips.

We share the best time to visit Thailand, the best activities for your vacation, and more to take the stress out of designing your itinerary.

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Best Time to Visit Thailand
Ang Thong National Marine Park near Koh Samui, Thailand
Best Time to Visit Thailand

The best time to visit Thailand is in November, December, January, February, or March.

As the seasons change, Thailand is a dramatic escape into idyllic landscapes and dramatic coastlines, pristine beaches, and exceptional cultural heritage.

Whether you wish to visit the lush jungles, sample the famous spicy food, wander through dazzling temples or relax on snow-white sands, each season offers unique ways to enjoy the culture and scenery.

Read More    >
Top 8 Things to Do in Thailand
Pathway through gardens leading to Kor Khum Luang Temple at Royal Park Rajapruek in Chiang Mai, Thailand
Top 8 Things to Do in Thailand

Thailand abounds with endless opportunities for once-in-a-lifetime adventures and sublime relaxation with essential things to do during your trip.

World-class beaches draw you in with pristine white sands, crystalline water, colorful reefs, and majestic jungle terrains that hide elephants and tigers. Mountain villages retain antique traditions while glossy cities feature a mixture of golden temples and soaring skyscrapers. Thailand is unlike any other destination.

Find ways to indulge in the country’s celebrated cuisine, trace the cultural past, and enjoy the modern luxuries.

Read More    >

Reviews of Zicasso's Referral Service

4.87 stars based on 567 reviews.

Thailand Luxury Vacation Review: Train Market, Night Food...
"We had a great experience with this travel agency. Lenny...

Reviewed By Diane G.

Luxury Thailand Friends Vacation Review: Bangkok, Elephant...
"Wow!!! What an amazing experience from beginning to end."

Reviewed By Ela H.

Thailand Luxury Travel Review: Bangkok, Siem Reap, Chiang...
"Thank you Lenny, and the rest of the team and their on-the-ground...

Reviewed By Susan V.

Luxury Thailand Honeymoon Travel Review: Chiang Mai, Krabi,...
"We can't say enough great things about Eric and this travel...

Reviewed By Josh B.

Thailand Luxury Honeymoon Review: 2-Week Travel
"I wish Lenny could arrange all of our travel moving forward."

Reviewed By Madeline J.

Thailand Luxury Tour Review: Chiang Mai, Phuket, 11-Day...
"Lenny and his entire team are great."

Reviewed By Jason M.