AROUND THE WORLD: TREKKING, BEACHES & TACOS
Around the world in one big adventure
This trip is the ultimate bucket list adventure, packed with epic experiences you’ll be talking about for years. Picture exploring ancient ruins surrounded by lush jungle, wandering through mountain villages, and spotting wildlife in the wild. You’ll trek to stunning waterfalls, soak in the peaceful vibe of tropical beaches, and dive into crystal-clear waters teeming with marine life.
Along the way, you’ll switch gears from the colourful chaos of bustling cities to the laid-back charm of hidden islands, discovering local culture, delicious food, and breathtaking landscapes at every turn. From Southeast Asia’s rainforests and dreamy beaches to the electric energy of New York, LA, and Cancun, this is a journey that doesn’t just take you around the world it makes you experience it.
Highlights of the trip

Quick and easy booking process with KILROY
1
Book your spot by paying the deposit
Reserve your spot on any of our departures by paying the £150 deposit.
2
Pay the rest
60 days prior to departure, you will be charged the remaining amount of your trip.
3
Pack your bags
Double check your travel documents, pack your gear and get ready for the adventure of a lifetime
Your itinerary
This is an expert-planned trip you can book instantly. Simple, quick and worry-free. You can tailor what you do pre and post trip, but not the set itinerary.
Bus in Negombo, Sri Lanka
Sigiriya
The hike up Sigiriya Rock
Minneriya National Park
Dalada Maligawa
Hit the streets of Kandy
Cnyoning in Kitulgala!
Trekking up Adams Peak
Train ride to Ella
Nine Arch Bridge
Leopard on the road in Yala NP
Surf's up in Mirissa
Coconut Tree Hill
Enjoy the epic sunsets
Beach day anyone?
Up close and personal with Mantas and reef sharks
Enjoy free time doing exactly what you want
Sunset kayak?
Enjoy free time on Thulusdhoo island
Sandbank and picnic tour
HIt the streets of Bangkok
Hop on a river cruise and see the sights
Taste Bangkok on a foodie tour
Hop on the night bus to Mae Sot
Curvy roads to Umphang town
Palatha Village
Camp in the jungle
Hop on the bus back to Mae Sot
Local pathways in Chiang Mai
Explore Chiang Mai by bike
Learn to cook thai
River cruise in Khao Sok NP
Enjoy some time in Khao Sok National PArk
Continue to your next destination: Krabi.
Sunset in Krabi
Enjoy the beaches of Phi Phi
Enjoy a night out
Tuktuk in Bangkok
Honolulu, Hawaii
Explore the islands
On the way to L.A
Checking out the Hollywood sign
Check out the city of Cancun
Enjoy a free day in Cancun
Chichen Itza
Free time in Cancun
Bike around Isla Holbox
Got your PADI license? Check out the marine life
Bungalows in Playa del Carmen
make the most of your stay in Playa del Carmen.
Check out Brooklyn Bridge
While you're here, do the sights!
Time to fly home
Day 1: Arrive in Negombo
When you land in Sri Lanka after your flight, we’ll be at the airport to meet you and take you to the hostel. You’ll have plenty of time to recover from your flight, chill out and meet everyone in your group. In the evening, you will come together for a group welcome dinner where you will go over your upcoming program and get an introduction to culture and language to prepare you for your adventure!
At a glance
What's included with this trip
15 nights in Sri Lanka, 7 nights in Maldives, 21 nights in Thailand, 16 nights in the US & 12 nights in Mexico
All accommodation: Hostels (38 nights, mulit-share with 4-14 people), Simple hotels (23 nights, twin/triple-share), Basic huts (4 nights, twin-share), Tent (2 nights, twin-share), Homestay (3 nights), Night bus (1 night)
54 breakfasts, 8 lunches, 10 dinners
Transportation: Flights, Private Minivan, Tuk-tuk, Public bus, Public Pick-up truck, Train, Longtail boat, Public ferry, Speedboat
Airport transfers on arrival and departure
Tour guide during guided days
Unguided days - free time to explore
Activities as outlined in itinerary
Facebook group to meet fellow travellers
IYTC card
Flights to and from the tour start and end point (but we can help you with this)
Meals and activities not mentioned in the inclusions
Visas where necessary
Vaccinations
Tips to guides and drivers
Travel equipment
Travel insurance (ask us for a quote)
Sri Lanka
Visit to Sigiriya Rock
Temple of Tooth
Canyoning tour
Hike up Adam´s Peak
Cooking class in Sri Lanka
Yala National Park
Beach days in Mirissa
Snorkeling at Turtle Point
The Maldives
Maldives snorkel tour
Sandbank and picnic tour
Self-guided lagoon kayaking
Thailand:
Tour of China Town in Bangkok, including food tasting
Khlong tour in Bangkok
Kwai river cruise to reach your floating bungalow
Trek into Umphang National Park
Float down Umphang river
Cooking class in Chiang Mai
Evening bicycle tour in Chiang Mai
Safari in Khao Sok National Park
Mexico:
Day tour to Chichen Itza
What our customers say about this trip (Optional quote section)
“My trip to the Philippines was incredible! From the stunning beaches of Palawan to the vibrant streets of Manila, there was never a dull moment. The locals were so friendly and welcoming, and the food was absolutely delicious.”
- Maiken, April 2026

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Frequently asked questions
Got a burning question? Discover our travel experts tips & tricks for our Tripmates tours!
Copy of passport (hard copy or saved on drive)
Travel insurance with proof
Sunscreen (reef safe) and insect repellent
Shirts - cotton or light synthetic, long- and short-sleeved
Dry fit clothing: cotton or light synthetic pants and shorts.
Bring at least 2 sets of clothes that dry quickly (jeans not recommended and too slow to dry)
Casual summer clothes & appropriate temple attire (covering shoulders, chest & knees)
Females : Appropriate attire for the Maldives local islands. T-shirts/shirts that cover the shoulders, loose shorts that covert the thigh and/or Sarong. Sarongs can be bought in both Sri Lanka and the Maldives.
Layers, a jacket or warm clothing for the hiking in Umphang & Adams Peak. Also New York can get quite cold depending on season.
Footwear: waterproof, light-weight hiking shoes, river sandals (Teva-type sandals), tennis shoes/running shoes. If you do not bring hiking shoes, make sure you bring 2 pairs of tennis shoes
Socks: bring extra pairs in case your feet get wet during activities
Rain gear: rain poncho or similar
Hat(s) with visor for rain and sun protection
Flashlight/headlamp
Camera and extra batteries, charger, and plenty of memory
Zip-lock plastic bags for personal belongings protection in case of rain
Extra prescription glasses, contact lenses and medication (if applicable)
Small day pack or fanny pack for hikes
Earplugs
Towel (microfiber)
Sunglasses
Swimwear & flip flops
Toiletries
Refillable water bottle
A portable speaker, deck of cards or other games for your travel crew!
Lock for shared accommodations
Thailand: Thailand has three main seasons: the hot season (March to May), the rainy season (June to October), and the cool season (November to February). During the hot season, temperatures can average around 30-35°C with high humidity, and sunshine hours of around 8-9 hours per day. The rainy season brings cooler temperatures averaging around 25-30°C and can have around 6-7 hours of sunshine per day. The rain can make the landscape in Thailand look more vibrant and lusher, making it a beautiful time to explore the country´s natural beauty. The cool season is the most pleasant with lower humidity, temperatures around 20-30°C, and around 8-9 hours of sunshine per day. It´s important to note that temperatures can vary depending on the region of Thailand you´re visiting, and that temperature as low as 5-10°C in the night is not uncommon in Thailand’s Northwest.
Sri Lanka: Sri Lanka has two monsoon seasons which divide the year into the dry season (December to March) and the rainy season (May to September). The dry season offers temperatures ranging from 28-32°C, lower humidity, and plenty of sunshine, averaging around 8 hours per day. Rainfall is infrequent, with an average of around 100mm per month. The rainy season sees slightly cooler temperatures at 26-30°C, high humidity, and frequent rain showers, averaging around 6-7 hours of sunshine per day, with higher rainfall averaging around 200-300mm per month. It´s important to note that weather conditions may vary depending on the region of Sri Lanka you´re visiting. Kilroy offers two programs optimized for travel during the summer and winter seasons, respectively, in an effort to reduce rain exposure and increase sunshine hours.
The Maldives: The Maldives has a tropical climate with two main seasons: the dry season (December to April) and the wet season (May to November). The temperature remains fairly consistent throughout the year, averaging around 28-30°C. During the dry season, there is plenty of sunshine with an average of 8 hours per day, and very little rainfall. The wet season brings slightly cooler temperatures and higher humidity, with around 6-7 hours of sunshine per day and occasional rain showers.
Hawaii: Honolulu, on the Hawaiian island of Oahu, has a tropical climate with consistent temperatures throughout the year. The island experiences two main seasons: the dry season (May to October) and the rainy season (November to April). During the dry season, temperatures range from 26-31°C with low humidity and plenty of sunshine, averaging around 8-9 hours of sunshine per day. Rainfall is infrequent, with an average of around 50-60 mm per month. During the rainy season, temperatures are slightly cooler at 24-28°C, with high humidity and more frequent rain showers, averaging around 6-7 hours of sunshine per day. Rainfall is higher, with an average of around 100-200 mm per month. Despite the occasional rain showers during the rainy season, the island remains lush and green, providing visitors with picturesque landscapes to explore.
Los Angeles: Los Angeles has a Mediterranean climate with mild, wet winters and hot, dry summers. During the winter season (December to February), temperatures average around 18-21°C with occasional rain showers, averaging around 5-6 hours of sunshine per day. In the summer season (June to September), temperatures can reach up to 30°C with low humidity and plenty of sunshine, averaging around 10-11 hours of sunshine per day. The spring (March to May) and fall (October to November) seasons are mild with temperatures ranging from 20-25°C and around 7-8 hours of sunshine per day. Overall, Los Angeles enjoys a pleasant climate throughout the year with plenty of sunshine and mild temperatures.
Mexico: Mexico has a diverse climate, but generally, it has two main seasons: the dry season (November to April) and the rainy season (May to October). During the dry season, temperatures can range from 20-30°C with low humidity and plenty of sunshine, averaging around 8-10 hours of sunshine per day. Rainfall is infrequent, with an average of around 10-30 mm per month. During the rainy season, temperatures are slightly cooler at 25-28°C, with high humidity and more frequent rain showers, averaging around 5-7 hours of sunshine per day. Rainfall is higher, with an average of around 100-200 mm per month, but it mostly comes in short, heavy bursts, leaving plenty of time to enjoy the sun.
New York: New York experiences four distinct seasons. Spring (March to May) is mild and gradually gets warmer with average temperatures ranging from 7-18°C. Sunshine hours increase from around 5 hours in March to 9 hours in May. Summer (June to August) is hot and humid, with temperatures ranging from 21-29°C, and average sunshine hours of around 9 per day. Fall (September to November) is mild, and temperatures range from 8-20°C with average sunshine hours of around 6 per day. Winter (December to February) is cold and often snowy, with temperatures ranging from -3 to 6°C, and average sunshine hours of around 5 per day.
A big part of travelling is staying in unique accommodation styles. On your tour you will experience mixed dorms at hostels, shared basic hotels, basic huts, three nights in a homestay, two nights camping in a tent and one overnight on a night bus. For nights you have in a hostel it will be shared dorms with mixed gender(approx. 4-12 beds per room depending on the hostel). For accommodation in hotels or similar the rooming will either be a twin, triple or quad room. You will always be roomed with the same gender, but the number of beds in the room can vary between 1-4. Friends travelling together are not guaranteed to share a room.
Special note about the Maldives: You stay on local public islands, and not in private resort islands. Local Islands provide more affordable accommodation, as well as giving a better cultural insights to local life in the Maldives, whilst still providing access to the amazing beaches and water activities that the Maldives is famous for.
The Maldives is a predominantly Muslim country, and it is important to observe the dress code on local islands. The term "Bikini Beach" is something you will encounter in The Maldives. These are designated beach areas established by local island communities and accommodations for the convenience of tourists. While wearing a bikini is not mandatory, the name indicates that bikinis and other Western-style swimwear are deemed acceptable on these beaches. In beach areas not designated as Bikini beaches, it is customary for both local and visiting females to swim from public beaches wearing a t-shirt or rash guard, along with shorts or leggings.
When not at the beach, men can comfortably wear T-shirts and shorts or swim shorts. However, women are encouraged to adopt a more conservative attire, opting for T-shirts with sleeves that cover the shoulders, loose shorts that cover the thighs, or sundresses with a sarong around the shoulders. While the islands visited may be more tolerant of traditional beachwear, it´s important for females to refrain from wearing bikinis and swimwear unless on an uninhabited island, picnic island, sandbank, screened-off tourist bikini beach, dive boat, or when visiting a resort island.
Your adventure includes a mix of transportation types throughout the itinerary. This allows you to experience a variety of ways of getting around! On this departure, you can expect transportation in the form of private minivans, tuk- tuks, public buses, pick-up truck, public ferry, longtail boat, and speedboat.
All Tripmates departures feature a dedicated local guide or tour leader, ensuring a hassle-free adventure, especially during the initial stages of your trip. Our guides are there to assist with logistics, such as navigating your way around and checking into accommodations. Additionally, they provide invaluable insights about the destinations you´ll be visiting and offer recommendations for exploring activities and sights. With the expertise of local guides, you´ll experience an immersive environment, delving into the history, culture, and social aspects of your chosen destinations.
GUIDED DAYS: You will have both "guided" and "unguided" days during your trip. Guided days indicate when your guide will be physically present with your group. Even during these guided portions of your itinerary, there may be free days where you have the flexibility to explore on your own. However, don´t hesitate to seek assistance from your guide during these free periods.
UNGUIDED DAYS: There will be moments in your itinerary where we set you free to explore without a guide. By now, we bet your group has gained new travel skills, so these days are all about giving you and the rest of your travel crew the freedom to do whatever you see fit. Don´t worry, though. We´ve got your back with essential arrangements like accommodation. During unguided days there will be no tour guide with your group, so it’s up to you to take the lead!
Pocket money is super personal, but for this trip, we estimate you’ll need between 3000-5000 EUR to cover costs not included in the trip price. However, if you want to go all out -like going diving, buying expensive drinks, and shopping- you’ll definitely need to budget for that!
Tipping is very appreciated, but not compulsory. It is common to tip service providers such as waiters around 10% of the bill. If you feel that your local guide did a great job, we suggest tipping around 2-5 USD per day per participant.
On some departures you might be joined by a local driver and/or assistants. In those cases, we recommend 1-2 USD per day per participant.
You should always talk to your local vaccination clinic or GP for health recommendations for your trip. Book an appointment and they will help you with exactly what you need for travelling to these various countries. You can also check the NHS Fit to Travel website for more info.
You will travel in a group of 4-12 other backpackers. Most people travel solo, so you will get to know each other quickly and share a really cool adventure together.
Before each departure, we create a private Facebook group for all your new travel buddies so that you have the opportunity to get to know each other before you leave. Here you can also ask questions about the trip to our Tripmates team.
Absolutely! If you and a friend are keen on doing something together without blowing your entire budget on just partying and tourist traps, Tripmates could be just the thing for you. You can book your spots together online, or separately. It’s totally up to you!
Do you want to travel with Tripmates as part of a longer trip? No problem!
For example, you can extend the trip and/or add more destinations plus exciting experiences such as volunteering, a road trip with a campervan, surf camp, diving or take a language course. Most things are possible! We can help you design your trip just the way you want it where Tripmates is part of the adventure. Just reach out to learn more!
When you book a Tripmates tour online, you´ll pay a deposit of just £150. You’ll receive a confirmation email (please note: this can take up to 24 hours on weekdays).
A payment link for the remaining amount will be sent to you, and you´ll need to complete the payment no later than 60 days before departure. We’ll let you know when it’s time to start booking your flights, and about 2-4 weeks before departure, we’ll send you all your travel documents in one comprehensive email.
At least 2 months before your departure date, you’ll be invited to join a Facebook group where you can get to know your future travel buddies!
When you book, you pay a deposit of £200. The remaining amount is paid no later than 60 days before departure.
We’ve crunched the numbers for this itinerary:
The average carbon footprint per person for this Tripmates adventure is 5,156 CO₂e
Every Tripmates tour includes a carbon footprint calculation — giving you a clear idea of how many kilograms of CO₂e (carbon dioxide equivalent) are emitted per traveller. This number reflects emissions from our internal operations as well as trip-specific inclusions like accommodation, transport (including flights that are built into the itinerary if applicable), activities, meals, and guides - everything built into your trip on the ground.
What about flights to and from the trip?
Our estimate above doesn’t include the emissions from flights to and from the starting and ending points of your adventure. That’s because these journeys can vary significantly — some travellers may already be in the region, while others might be incorporating the trip into a longer itinerary. Travellers also depart from many different airports across Europe, which makes it impossible to apply one single number for everyone.
To help you make informed choices, we provide a flight estimate where possible. For this itinerary, a round-trip flight from London adds approximately 2,108 kg CO₂e per traveller.
Putting it into perspective
We get it. It can be hard to picture what kilos of CO2 equate to, so we have some comparisons.
Driving a petrol car from Copenhagen to Paris 1,228 km = ~209 kg CO₂e
An economy flight from Oslo to Los Angeles (and back) = ~ 2,538 kg CO₂e
100 cheeseburgers = ~320kg CO₂e
Want to learn more?
Travel is amazing — but it leaves a mark. We believe the more we know, the more conscious our choices can be.
We’ve partnered with Ecollective to calculate the above carbon estimates. Curious about how it all works? You can read about our method here. You can learn more about how we work with sustainability here.
Travel Insurance including Cancellation protection.
KILROY & World Nomads offer travel insurance policies that are customized to your trip and your budget. The price will depend on the length of the trip, the destination, and which add-ons you would like to include. We will be happy to get you a quote.
A Tripmates trip becomes guaranteed once 4 travellers join the same date. This guarantees a group with diverse backgrounds, giving you the chance to meet new friends from across Europe.
If your chosen departure doesn’t reach at least 4 travellers, don’t worry — we’ll contact you and help you switch to another suitable date. If it doesn´t work out with choosing a new date, no hard feelings, we´ll return your deposit.
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