Live Like You Belong
Second Summer Curated Extended Stays in South Africa
From arrival to exploration, we make extended stays in South Africa seamless, inspiring, and unforgettable. Move with confidence. Live with comfort.
Vetted Accommodation
Transportation
Health & Medical
Curated Itineraries
Personal Concierge Team
Stress Points
The Hidden Struggles of Travel Planning
Planning a South African trip should feel exciting, yet travellers often face endless searching, hidden costs, unreliable listings, and no support, turning dream vacations into overwhelming stress.
Endless Searching
Hours lost comparing options leave travellers drained before their trip even begins.
Hidden Fees
“Cheap deals” quickly turn costly when unexpected charges appear at checkout.
Unverified Stays
Unreliable accommodations risk safety, comfort, and the joy of the entire journey.
No Local Support
When challenges arise, travellers are left stranded without trusted help nearby.
What We Offer
Live Like a Local — Without the Stress
Let us plan your Second Summer. We offer everything needed to feel at home from the moment you arrive:
- Curated experiences: safaris, golf, wine tastings, dining
- Safe, comfortable housing in vetted neighborhoods
- Healthcare navigation: clinics, doctors, pharmacies
- Ongoing concierge support throughout your stay
- Cultural orientation and everyday essentials
- Transportation and local mobility setup
Meet your hosts
Your Concierge Team
Second Summer: Expert lifestyle concierge for retirees and remote professionals. Discover unparalleled seasonal living and immersive experiences in South Africa.
Meet Katie and David Spencer—the husband-and-wife duo behind Second Summer. After years living across the U.S., Uganda, Malawi, and now Cape Town with their two daughters, they understand the beauty and complexity of life abroad. From safety and comfort to culture and connection, they make your seasonal stay seamless from the start.
Katie Spencer
Chief Experience Officer
With a background in wellness and years as a nurse practitioner, Katie brings warmth, precision, and deep care to every experience. Whether helping you navigate local systems, recommending a favorite wine farm, or ensuring your peace of mind around healthcare access, she’s your calm, thoughtful guide to feeling truly at home.
David Spencer
Chief OPERATING Officer
David blends cultural fluency with practical know-how to make every move feel effortless. From selecting neighborhoods to planning weekend escapes, his steady presence ensures your Second Summer is grounded, immersive, and worry-free.
Together
Whether you’re a retiree, digital nomad, or globally-minded adventurer, Katie and David provide personal, concierge-style support tailored to your lifestyle. They’ve built a life in South Africa—and they’re here to help you do the same.
What We Offer
Everything You Need for an Effortless Second Summer
Second Summer is your lifestyle concierge for seasonal living in South Africa for retirees and remote professionals seeking more than a vacation. Whether you’re escaping winter, starting a new chapter, or working remotely, we handle the details—housing, healthcare, culture, and curated experiences—so you can focus on living fully.
We’re more than a travel service or moving company—we’re your on-the-ground lifestyle partner. From the moment you arrive, our personalized support and insider access make every stay seamless, immersive, and unforgettable. Second Summer—your best season yet.
Curated Housing
Safe, stylish homes in vetted neighborhoods—fully move-in ready on arrival.
Health Setup
Access doctors, clinics, and pharmacies with ease—plus guidance on wellness essentials.
Local Orientation
Navigate daily life confidently with cultural tips, mobility support, and insider advice.
Lifestyle Access
Enjoy safaris, wine tastings, and local experiences—seamlessly arranged by our concierge.
Why South Africa
Chosen for Seasonal Living
South Africa blends vineyards, wildlife, seaside cafés, and heritage—creating an ideal lifestyle escape for comfort, culture, and adventure seekers.
- Welcoming, resilient culture with deep history and global flair
- From safaris to vineyards — experience it all in one destination
- Affordable luxury living with breathtaking natural variety
Seamless. Immersive. Unforgettable.
Ready to Experience South Africa Like a Local?
Schedule your complimentary consultation and let us create a personalized lifestyle concierge plan tailored to your needs.
Proven Results
The Numbers Behind Seamless Stays
Years of experience, trusted partners, and local insight—working together to make your Second Summer effortless, supported, and truly unforgettable.
We’re here—on the ground, invested, and ready to welcome you.
We’ve lived, worked, and raised a family across Africa.
A network we know, trust, and use ourselves—so you can too.
In person and online, we’re with you every step of the way.
Contact Us
Create Your Second Summer Experience, Seamlessly Curated
At Second Summer, we believe travel should feel like home—grounded, immersive, and aligned with the life you’re building. Whether you're embracing retirement or working remotely, we help you experience South Africa with ease and intention.
This isn’t just another trip. It’s your best season yet.
Let’s start planning your Second Summer.
Leave a Message
Trusted. Vetted. Local.
Our Partners
We collaborate with South Africa’s top service providers—from luxury housing and private healthcare to curated experiences and transport. These are trusted partners we know personally, ensuring your stay is seamless, safe, and unforgettable.
Quick Help
Your Travel Questions,
Answered
Need clarity on bookings, experiences, or options? Send us your questions—we’re here to assist, promptly and professionally.
01 What types of experiences do you offer?
Second Summer is your lifestyle concierge for seasonal living for retirees and remote professionals seeking more than a vacation. Whether you’re escaping winter, starting a new chapter, or working remotely, we handle the details—housing, healthcare, culture, and curated experiences—so you can focus on living fully. Discover the difference as we turn relocation into revitalization, giving you the tools and support to live more intentionally, more easily, and more fully.
02 How far in advance should I book?
- 3–12 Months Ahead (Ideal)
Housing options are more plentiful and premium properties get booked early. Healthcare preferences—like specific providers or medications—can be prepared smoothly. Custom itineraries, such as private guides or popular experiences, are easier to secure. Budgeting and lifestyle planning can also be tailored without rush. Embark now to secure your place and unlock the best options for a stress-free transition.
- 1–2 Months Ahead (Possible, but Limited)
Still doable, especially for flexible travelers. Availability for housing and certain experiences may be limited, but concierge support can still streamline the process—just with less lead time for deep personalization.
03 Do you accommodate medical or dietary needs?
Yes. We take your health and comfort seriously. Whether you have dietary restrictions, require access to specific medications, need physical therapy, or want to continue with trusted medical care while abroad—we work closely with local providers to ensure everything is in place before you arrive. Customize your care through our discreet, personalized planning—so that from prescriptions to rehab, meal preferences to mobility support, your wellness is prioritized at every step.
04 Do you offer private guides and transportation?
Absolutely. We provide access to private guides, reliable transportation, and curated experiences tailored to your interests. Unlock VIP treatment while exploring wine country, heading out on safari, or navigating a new city with confidence and ease. Whether you need a personal shopper, a stylist, or help with everyday errands, we’re here to make each moment seamless, sophisticated, and authentically local.
05 Can you help with long-term stays?
Yes—we’ve done it ourselves. Having relocated long-term to South Africa with our own family, we understand the journey first-hand. Settle in with confidence as we guide you through every detail: visas, schools, cultural integration, and daily life logistics—so your transition feels not just possible, but empowering.
06 Is South Africa safe?
Like any destination, safety depends on where you go and how you travel. South Africa has many safe, welcoming areas where quality of life is high and communities are tight-knit. Explore securely with Second Summer as your trusted partner—we help you choose vetted neighborhoods, provide smart local guidance, and offer on-the-ground support so you can relax and enjoy with peace of mind.
07 Do you assist with remote work setup?
Yes—we make working abroad seamless. Whether you need high-speed Wi-Fi, a reliable workspace, backup power, or assistance with time zones and SIM cards, we ensure you’re fully set up to stay connected and productive. Stay plugged in with solutions tailored to your lifestyle—from cozy garden flats to modern coworking spaces—so you can work smoothly and log off into something inspiring.
08 Can families with kids use your services?
Absolutely—we have two of our own! Traveling with children can be an adventure in itself, and we’re here to make it easier. Bring the whole family into an experience that’s enriching, joyful, and well-supported—from family-friendly accommodations and age-appropriate activities to healthcare and daily routines that work for everyone.
09 Why not just plan it on my own?
You could—but you don’t have to. South Africa is rich with opportunity, but navigating housing, safety, healthcare, transport, and cultural nuances solo can be overwhelming—especially for longer stays. See more. Stress less by partnering with a team that’s lived the experience, knows the landscape, and curates the details so you can dive into the good stuff with clarity and confidence.
10 What can I expect in terms of planning and cost?
Every journey begins with a conversation. We’ll take time to understand your lifestyle, travel goals, and the kind of experience you’re envisioning—whether it’s a quiet retreat, a cultural immersion, or a full-season lifestyle shift. Your best season yet starts with a concierge package tailored just for you, with pricing based on level of support, length of stay, and any special requests. What never changes is our commitment to curated ease, meaningful connection, and exceptional value at every step.
Ready for change?
Start Your Best Season Yet
From sunsets to safaris, wine farms to Wi-Fi—our team curates your entire South African experience, so you can live with ease, beauty, and meaning.