Trip Planning Tools
A Unicorn in the Web Jungle
Some of the links below are affiliate links, and yes, if you book through them, I may earn a small commission (which might fund a rare Starbucks coffee… hehe). But truthfully, this site isn’t about money—it’s about sharing my solo travel experiences with others, especially those over 50 just starting their journey.
This Trip Planning Tools page features only services I’ve personally used and trust—no fluff, no fillers, just tools that have helped me navigate the world one solo adventure at a time. If you’re unsure about anything or need advice, feel free to email me directly on my temporary gmail address. I’m always happy to help.
Email: theroadtotimbuktu@gmail.com
Wander solo. Wander free.
– Zander Kane
Flights: Finding the best deals
When it comes to booking flights, I’ve tried more platforms than I’ve had airport breakfasts—and that’s saying something. But the three I keep coming back to—Booking, Going, and Trip—are my go-to favourites for sniffing out the best deals and comparing prices with minimal faff.
As part of my trusted Trip Planning Tools, I’ve personally used all the flight booking companies I list here many times over the years. But these three consistently deliver the kind of wallet-friendly fares that make even the airlines do a double take. They’re fast, reliable, and rated highly on Trustpilot, with thousands of glowing reviews—including mine (yes, I leave reviews too, like the responsible traveller I pretend to be).
Booking.com
Booking.com isn’t just for hotels—they’re brilliant for flights too. I’ve used them often because they show a wide range of airlines, transparent prices, and flexible options all in one place. Plus, it’s handy booking flights and accommodation together. Fast, reliable, and no hidden nonsense—just how I like it when I’m planning my next solo escape.
Going.com
Going.com (formerly Scott’s Cheap Flights) is hands-down one of the best-kept secrets in flight booking. Yes, it’s a subscription service—but thanks to their alerts, I’ve flown business class for economy prices more than once. They track mistake fares and flash deals so you don’t have to. If you love a bargain without the hassle, it’s gold.
Trip.com
Trip.com is a powerhouse for booking flights—offering competitive prices, flexible ticket options, and a sleek interface. Bonus? They own Skyscanner, so you’re tapping into one of the world’s best flight search engines with every search. I’ve used them countless times to find deals that even airline websites couldn’t match. Smooth, reliable, and globally trusted.
Kiwi.com
Kiwi.com is brilliant for building unique, budget-friendly itineraries—especially if you’re mixing airlines that don’t normally work together. Their “Kiwi Guarantee” adds peace of mind if things go wrong mid-journey. I’ve used them to hop between countries on quirky routes I’d never have found elsewhere. Perfect for adventurous solo travellers who like flexibility (and saving cash).
Expedia Flights
Expedia makes booking flights a breeze, especially when bundling with hotels or car rentals for extra savings. Their rewards programme adds bonus value, and I’ve often scored cheaper rates than on airline sites. With decades in the game and solid customer support, it’s a reliable choice for hassle-free travel planning—perfect for solo travellers who like things simple and smart.
GOTOGATE
GoToGate is a solid option when you’re chasing competitive flight prices across multiple airlines. Their interface makes comparing routes quick and easy, especially for long-haul or multi-stop adventures. I’ve used them to snag deals that weren’t showing elsewhere—ideal for solo travellers who want flexibility without overspending. Just double-check fare conditions before booking to avoid surprises.
Flight Tools
ITA Software
Why use ITA Software by Google? Renowned for its sophisticated search capabilities, this tool offers a plethora of flight options with advanced filtering features. Ideal for travellers with flexible dates or destinations, it shows the most economical times and routes. Although booking isn’t direct, the detailed information aids in making informed decisions, stretching your travel budget further.
Seat Guru
Why use SeatGuru.com? This site is essential for choosing the best airline seats and in-flight amenities. It provides detailed seat maps, user reviews, and photos, helping you avoid uncomfortable seats and undesirable cabin locations. SeatGuru also offers advice on the best seats for extra legroom and minimal noise, enhancing your travel experience by ensuring maximum comfort and convenience.
Flight Connections
This tool offers comprehensive mapping of global flight routes, making it invaluable for planning complex trips. It shows direct flights and possible connections from any airport, aiding in optimising travel plans. Its user-friendly interface and up-to-date information ensure you find the most efficient routes, perfect for both frequent flyers and occasional travellers seeking the best travel options.
Accommodation
No matter where you’re headed—or whether you fancy a beachfront villa, a jungle hut with questionable plumbing, or just a room where the Wi-Fi actually works—I’ve whittled down the accommodation chaos to a few trusted names I personally rely on as part of my essential Trip Planning Tools.
From luxe hotels to budget hostels and everything in between, these platforms have helped me find a bed (and sometimes a decent pillow) in more countries than I can remember… usually without drama. Usually.
Booking.com
Booking.com is a powerhouse for finding accommodation—offering everything from luxury resorts to budget hostels, often with free cancellation and no upfront payment. I’ve used it across dozens of countries for its unbeatable variety, honest reviews, and last-minute deals. It’s like having a travel agent in your pocket—minus the awkward small talk.
Trip.com
Trip.com is a global gem when it comes to booking accommodation. With a huge selection, competitive prices, and a super-slick app, it’s ideal for solo travellers who want choice without the chaos. I’ve booked everything from boutique stays to budget gems through Trip.com—and their 24/7 support has saved me more than once. Reliable, easy, and refreshingly no-nonsense.
Hostelworld
Hostelworld isn’t just for backpackers and bunk beds—it’s the go-to platform for hostels and private rooms, especially for solo travellers over 50 who want community without the snoring. I’ve used it to find clean, quirky, and affordable stays with friendly vibes and solid reviews. It’s reliable, easy to use, and perfect for social travel without sacrificing comfort.
Expedia
Expedia is a one-stop shop for booking accommodation, offering everything from five-star hotels to quirky hidden gems. I’ve often scored great deals by bundling flights and stays, and their reward system adds extra value. It’s reliable, well-established, and ideal for stress-free solo travel planning.
Vrbo
Vrbo is perfect for travellers who want a home away from home—think entire apartments, cosy villas, or beachfront bungalows. I’ve used it for longer stays when I needed space, privacy, and a kitchen that wasn’t a kettle and a hope. Ideal for solo travellers who like comfort without sharing walls with strangers.
Hotels.com
Hotels.com makes finding the right stay easy, with a huge range of options from budget beds to luxury suites. I’ve used it across the globe, and their rewards program—stay 10 nights, get one free—is a lovely little perk. It’s straightforward, reliable, and ideal for hassle-free hotel hunting.
Tours and Attractions
Looking for unforgettable travel experiences without the hassle? As part of my go-to Trip Planning Tools, these are the ticket platforms I personally use and trust: GetYourGuide, Viator, and Trip.com. Each one offers an enormous selection of tours, activities, and local adventures—whether you’re chasing ruins, river cruises, or rooftop cocktails.
Between them, you’ll find access to over 700,000 experiences worldwide—from bucket-list sights to hidden gems you didn’t even know existed. I’ve used these platforms across dozens of countries to book everything from food tours in Bangkok to day trips in Dubrovnik—fast, secure, and without the “is this legit?” anxiety.
Whether you’re a planner or a last-minute wanderer, these sites make booking easy and stress-free.
Go on—dive in, explore more, and turn a good trip into a great one.
GetYourGuide
GetYourGuide is my go-to for booking tours and activities—offering everything from skip-the-line tickets to local-led experiences. It’s user-friendly, reliable, and packed with reviews to help you choose wisely. I’ve used it worldwide for stress-free bookings that made my travels smoother and way more memorable. Great for solo adventurers looking for curated, hassle-free fun.
Viator
Viator is packed with curated, trustworthy tours across the globe—from cooking classes to jungle treks. Backed by Tripadvisor, it’s perfect for solo travellers who want vetted experiences without the guesswork. I’ve booked with Viator in multiple countries and love how easy it is to find unique, reliable adventures in every corner of the world.
Trip.com
Trip.com offers more than just flights and hotels—it’s a hidden gem for booking tours and experiences too. With great last-minute options, easy mobile booking, and often lower prices, it’s ideal for spontaneous adventurers. I’ve used it for everything from museum passes to offbeat excursions, and it’s never let me down.
Group Tours
GAdventures
G Adventures is a brilliant addition to your Trip Planning Tools, especially if you’re just dipping your toes into solo travel—particularly in your 50s or beyond. Not quite ready to go full lone-wolf? No problem. With small group tours, expert local guides, and thoughtfully crafted itineraries, you get all the freedom of exploring without the stress of planning every detail yourself.
It’s perfect for discovering off-the-beaten-path gems, while still having the comfort of knowing someone’s got your back—from airport pickups to knowing where to get dinner that won’t upset your stomach (or your budget). Plus, most people on these trips are solo too—so there’s no pressure, just good company if and when you want it.
Think of it as training wheels for solo travel—but with better views, better stories, and zero coach-tour cringe. It’s solo travel, with a support crew quietly cheering you on.
Travel Insurance
Travel insurance—it’s the unsung hero of every trip. And no, one size definitely doesn’t fit all, especially for those of us over 50 with slightly more life (and joint pain) under our belts. From lost luggage to spontaneous salsa-related sprains, the right cover can turn a potential holiday horror story into a minor inconvenience.
As part of my trusted Trip Planning Tools, I’ve listed three insurers here at The Road to Timbuktu: AllClear, VisitorsCoverage, and Staysure. I’ve personally used AllClear during my post-COVID travels—they were fantastic when things got messy, and they’re great for longer, more offbeat trips. I’ve also used VisitorsCoverage—they’re budget-friendly, though a bit more DIY. Staysure? Though I am yet to use their service, they come highly recommended. I can’t vouch for claims—but their Trustpilot reviews speak volumes.
Everyone’s needs are different, so do your homework. Choose the cover that fits you—not just your destination.
AllClear
Specialising in cover for those with pre-existing medical conditions and older travellers, AllClear offers bespoke policies that ensure everyone can travel with confidence. Their comprehensive coverage includes medical emergencies, cancellations, and belongings protection. With a user-friendly online process and award-winning customer service, AllClear makes obtaining reliable travel insurance straightforward and inclusive.
Trustpilot Score:
4.8 – 140,000+ Reviews
Visitors Coverage
This platform excels in providing flexible, comprehensive travel insurance for international travellers. Whether it’s for short visits or extended stays, Visitors Coverage offers policies that include medical emergencies, trip cancellations, and baggage loss. Its straightforward application process and wide range of options cater to diverse needs, ensuring travellers find the right coverage effortlessly.
Trustpilot Score:
4.8/5 – 6,000+ Reviews
Staysure
Travelling over 50? Staysure.co.uk specialises in travel insurance for mature adventurers, with cover that actually understands your needs. Whether it’s a missed flight, a dodgy prawn cocktail, or pre-existing medical conditions, they’ve got your back. With award-winning policies, 24/7 emergency support, and no upper age limit, you can explore confidently—without worrying if your insurance is younger than you are.
Trustpilot Score:
4.7/5 – 463,000+ Reviews
Solo Cruises: Cruises for the Independent Adventurer
Dive into the world of hosted singles cruises with leaders like SinglesCruise.com and Vacations To Go, where you’ll find itineraries throughout the year designed to connect you with fellow solo sea adventurers. It’s not just about the destinations but the journey and the people you meet along the way.
Cruise Lines Catering to Solo Travellers
For those who prefer a bit more independence, Norwegian Cruise Line (NCL) offers specially designed studio cabins for all adults, which means you can say goodbye to single supplements while still enjoying a vibrant community atmosphere. Saga Cruises takes it a step further for the over-50 crowd, with ships tailored to meet the needs and tastes of mature solo travellers seeking both comfort and camaraderie.
Booking Tips for Solo Cruisers
Please Note: While you can book directly with NCL, a quick check on CruiseDirect might snag you a sharper deal. They’re often privy to offers that make even the savviest solo sailor’s heart skip a beat.
Singles Cruise
It’s a premier choice for solo travellers looking to meet like-minded adventurers. Offering specially curated singles cruises, this platform facilitates genuine connections through social events and themed activities onboard. Enjoy travelling with a group that shares your spirit of exploration and perhaps form friendships that last beyond the voyage. It’s not just a trip; it’s a social event on the seas.
Vacations To Go
These cruises are tailor-made for solo travellers seeking camaraderie. With a host on board to facilitate introductions and organise exclusive events, you’ll easily mingle and meet others. This service eliminates single supplements on select sailings, making it financially attractive, and creates a friendly, inclusive atmosphere ideal for those travelling alone.
Norwegian Cruise Line
NCL offers a freestyle cruising experience that emphasises flexibility and choice in dining, entertainment, and accommodations. With a wide range of innovative ships and itineraries that cover the globe, NCL stands out for its relaxed atmosphere, extensive activities, and solo traveller-friendly options, including studio cabins with no single supplement required. Perfect for those who value freedom and ease on their travels.
SAGA
Specialising in holidays for the over-50s, Saga offers tailor-made travel experiences with an emphasis on comfort and service. Their cruises and holidays include optional travel insurance, a generous baggage allowance, and the assurance of a dedicated host. Saga caters to mature travellers with exclusive amenities and thoughtful touches, ensuring a relaxed, social, and thoroughly enjoyable holiday atmosphere.
Car Rental: Steering You Right
Navigating the chaotic world of car rentals can feel like choosing a favourite sweet—so many flavours, not enough time (or glovebox space). While seasoned travellers often swear by their go-to platforms, if you’re new to the car hire game, picking the right one can feel as stressful as parallel parking on a hill in flip-flops.
As part of my essential Trip Planning Tools, I personally stick with EconomyBookings—it’s the easiest platform for me, smooth as silk to navigate, and I’ve always had my deposit returned within 24 hours of dropping the keys. I’ve also given QeeQ a go—it was great, but let’s be honest, we all have our favourites. Like choosing a supermarket, it’s about comfort and consistency.
If you’re just starting out, I’ve listed three platforms below that are known more for their service than their snazzy marketing. And a friendly reminder: customer reviews are your best travel mate. Big names don’t always mean better service—Hertz, for example, may be everywhere, but with a Trustpilot score of 1.3 out of 5… well, you get the idea.
Economy Bookings
This platform offers competitive prices on car rentals worldwide, partnering with both major and local providers to ensure a wide range of options. It features user-friendly search tools and transparent pricing, so you know exactly what you’re paying for. Ideal for budget-conscious travellers, EconomyBookings.com makes finding and booking your ideal hire car both simple and cost-effective.
Trustpilot Score:
4.3/5 – 32,000+ Reviews
QEEQ
This global car rental platform offers a broad selection of vehicles at competitive prices, with access to car hire services in over 100 countries. Qeeq.com simplifies the booking process with its easy-to-navigate website and app, and includes free cancellation on most bookings. Their Price Drop Protector automatically rebooks your rental if prices drop, ensuring you always get the best deal.
Trustpilot Score:
4.2/5 – 12,000+ Reviews
Get Rentacar
This platform connects you directly with car owners, offering a personalised car rental experience at competitive rates. With its easy-to-use interface, you can quickly find a vehicle that suits your specific needs and budget. GetRentACar.com also ensures a secure booking process and provides comprehensive customer support, making it a reliable choice for travellers seeking convenience and value.
Trustpilot Score:
4.6/5 – 280+ Reviews
Staying Connected While You Roam
Let’s face it—arriving in a new country without mobile data is like showing up to a buffet without a plate. Whether it’s tracking down your airport transfer or letting the family know you’ve landed in one piece, staying connected from the get-go just makes everything smoother.
As part of my trusted Trip Planning Tools, I’ve personally used—and still rely on—Airalo, WorldSIM, DrimSIM, and OneSimCard. After years of solo travel (and testing more SIM providers than I care to admit), these are the ones that stuck. Each has saved me from awkward roaming charges and dodgy airport Wi-Fi more times than I can count.
Sure, the internet’s full of SIM deals, but these are the services I actually have accounts with and continue to use. GlocalMe was recommended by fellow travellers, and while I haven’t used it personally, it’s included here as a solid option if you prefer portable Wi-Fi over SIM cards.
If you want to hit the ground running, skip the kiosk queues, and get online the moment you land—these are your best bets.
Airalo
Airalo offers eSIMs for over 190 countries, providing affordable, instant mobile data access. Ideal for travellers, it eliminates roaming charges and the need for physical SIMs, ensuring you stay connected easily and economically wherever your travels take you.
Drimsim
Drimsim is a universal SIM card that provides seamless mobile service in over 190 countries. It features transparent, pay-as-you-go pricing without roaming fees, making it ideal for travellers seeking straightforward, cost-effective connectivity across the globe.
WorldSim
WorldSIM offers a range of international SIM cards and data plans, reducing roaming charges in over 200 countries. It provides flexible options including dual numbers and compatibility with various devices. Use Code for extra 5% Off: AFL-CGWC
One SimCard
OneSimCard provides international SIM services across 200+ countries, offering low-cost calls, texts, and data. It features free incoming calls in many areas, easy credit top-ups, and multiple number options, making it an efficient choice for global travellers.
Portable Wi-Fi Devices
WorldSim
WorldSIM’s portable WiFi devices offer global internet access in over 130 countries, enabling seamless connectivity for travellers. These pocket-sized gadgets allow multiple device connections simultaneously, ensuring you and your travel companions stay online. With flexible data plans and cost-effective rates, WorldSIM devices eliminate the need for local SIMs, making international travel more connected and hassle-free.
GlocalMe
GlocalMe portable WiFi devices provide secure and stable internet access in over 140 countries without needing local SIM cards. With flexible data packages and the ability to connect multiple devices simultaneously, these devices are ideal for travellers. GlocalMe also offers pay-as-you-go options and long-term plans, ensuring you stay connected affordably and effortlessly on your global adventures.
Essential Travel Apps
Embarking on an adventure without the right travel apps? That’s like trying to find a specific street in London without Google Maps—technically possible, but why suffer? As part of my go-to Trip Planning Tools, these apps are the digital companions that smooth out the bumps and add a bit of sparkle to your journey.
Whether it’s finding your way around unfamiliar cities, booking last-minute transport, managing your itinerary, or just converting currency without pulling out a calculator from 1994, having one or more of these apps at your fingertips makes a world of difference.
Oh—and don’t forget Polarsteps. It’s a personal favourite for tracking your travels automatically, pinning each place you visit to a live map while building a beautiful digital diary you can share or just revisit when your tan fades and nostalgia kicks in.
Rome2Rio
Rome2rio is a comprehensive travel app that shows you how to get from point A to B worldwide, comparing plane, train, bus, ferry, and driving options all in one place.
City Mapper
Citymapper is a detailed transit app providing route options for public transport, walking, cycling, and ridesharing in major cities, helping you navigate efficiently with real-time updates.
Hopper
Hopper is an app that predicts flight and hotel prices with precision, advising when to buy at the best rate and allowing bookings directly through your device.
Glympse
Glympse is a mobile app that allows you to share your real-time location using GPS tracking with anyone you choose, enhancing safety and coordination without registration.
Lounge Buddy
LoungeBuddy is an app that lets you discover and book airport lounges worldwide, regardless of your airline or travel class, ensuring comfort and amenities during your travels.
Xe
Xe provides live exchange rates and currency conversion, allowing you to check up-to-date values, perform calculations, and understand currency trends while travelling or planning trips abroad.
Concluding Thoughts
My dear friends, this concludes my exploration of indispensable trip-planning tools. I will add to the list as and when new resources are tried and tested. I hope my list proves to be as valuable to you as it continues to be with me.
