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Africa · Return gateway loop · 13 NIGHTS

Cape Town gateway and the winelands

Longer intermediate stays and a return buffer

Submitted by Between the Bays
Use this itinerary

Route and nights

  1. Cape Town3 nights
  2. Stellenbosch4 nights
  3. Hermanus4 nights
  4. Cape Town2 nights

Trip format: Return gateway loop · One hotel or guesthouse per overnight base

Tradeoff: An extra night in each middle base gives you room for a missed connection, weather or a second interest.

Compare: Drive or private transfer to compare

Trip stats

Trip days
14
Nights
13
Home Bases
3
Scheduled entries
69

Days by place

Cape Town
6
Stellenbosch
4
Hermanus
4

Hotels and other stays

The Onyx Apartment Hotel · Cape Town
5 nights
Oude Werf Hotel · Stellenbosch
4 nights
Harbour House Hotel · Hermanus
4 nights

Schedule by type

Meal
35
Activity
23
Lodging
8
Ground transport
3

Day-by-day agenda

Jump to Calendar View
Day 1 Cape Town
  1. to · Lodging Check in or drop off your bags The Onyx Apartment Hotel
  2. to · Activity Get oriented near your hotel and confirm the next day’s transport Cape Town

    Keep the outing optional if you arrive late.

  3. to · Meal Dinner near your hotel Cape Town
The Onyx Apartment HotelCape Town
Day 2 Cape Town
  1. to · Meal Breakfast near your hotel Foreshore, Cape Town
  2. to · Activity Visit a focused group of galleries at Zeitz MOCAA Zeitz MOCAA, Cape Town

    Check current exhibitions and opening days.

    Official information
  3. to · Meal Lunch around the V&A Waterfront Zeitz MOCAA, Cape Town
  4. to · Activity Walk the public Silo District and waterfront spaces Zeitz MOCAA, Cape Town
  5. to · Meal Dinner near your hotel Foreshore, Cape Town
The Onyx Apartment HotelCape Town
Day 3 Cape Town
  1. to · Meal Breakfast near your hotel V&A Waterfront, Cape Town
  2. to · Activity Compare Bo-Kaap terrace exteriors or public city-center heritage architecture Cape Town city center

    Respect residential spaces and check business opening independently.

    Official information
  3. to · Meal Lunch near the city center Cape Town city center
  4. to · Activity Explore an open reused building such as a public market or exhibition space Cape Town city center
  5. to · Meal Dinner near your hotel V&A Waterfront, Cape Town
The Onyx Apartment HotelCape Town
Day 4 Stellenbosch
  1. to · Lodging Check out and collect your bags The Onyx Apartment Hotel
  2. to · Ground transport Travel from Cape Town to Stellenbosch Stellenbosch

    Confirm ground transport and pickup address. Adjust for traffic and check the actual hotel arrival.

    Official information
  3. to · Meal Lunch near your arrival point Stellenbosch
  4. to · Lodging Check in or drop off your bags Oude Werf Hotel
  5. to · Activity Take a short orientation walk near your new base Stellenbosch

    Skip this walk if your arrival runs late.

  6. to · Meal Dinner near your new hotel Stellenbosch
Oude Werf HotelStellenbosch
Day 5 Stellenbosch
  1. to · Meal Breakfast near your hotel Stellenbosch
  2. to · Activity Walk the public streets around Dorp Street and compare Cape Dutch architecture Dorp Street, Stellenbosch

    Check interior access and use public sidewalks.

    Official information
  3. to · Meal Lunch near the historic center Stellenbosch
  4. to · Activity See one public civic building exterior or a confirmed open museum Dorp Street, Stellenbosch
  5. to · Meal Dinner near your hotel Stellenbosch
Oude Werf HotelStellenbosch
Day 6 Stellenbosch
  1. to · Meal Breakfast near your hotel Stellenbosch
  2. to · Activity Walk the Botanical Garden if open or choose a town garden route Stellenbosch University Botanical Garden

    Check garden and viewpoint access independently.

    Official information
  3. to · Meal Lunch in central Stellenbosch Stellenbosch
  4. to · Activity Choose a public valley viewpoint if a confirmed ground route and weather fit Stellenbosch University Botanical Garden
  5. to · Meal Dinner near your hotel Stellenbosch
Oude Werf HotelStellenbosch
Day 7 Stellenbosch
  1. to · Meal Breakfast near your hotel Stellenbosch
  2. to · Activity Visit a selected estate only with confirmed transport and a real reservation Stellenbosch town center

    Plan the actual transfer in both directions and treat tastings as optional.

    Official information
  3. to · Meal Lunch in town or at a confirmed venue Stellenbosch
  4. to · Activity Walk a public town route or keep time for a second estate block Stellenbosch town center
  5. to · Meal Dinner near your hotel Stellenbosch
Oude Werf HotelStellenbosch
Day 8 Hermanus
  1. to · Lodging Check out and collect your bags Oude Werf Hotel
  2. to · Ground transport Travel from Stellenbosch to Hermanus Hermanus

    Confirm ground transport and pickup address. Adjust for traffic and check the actual hotel arrival.

    Official information
  3. to · Meal Lunch near your arrival point Hermanus
  4. to · Lodging Check in or drop off your bags Harbour House Hotel
  5. to · Activity Take a short orientation walk near your new base Hermanus

    Skip this walk if your arrival runs late.

  6. to · Meal Dinner near your new hotel Hermanus
Harbour House HotelHermanus
Day 9 Hermanus
  1. to · Meal Breakfast near your hotel Hermanus
  2. to · Activity Explore public viewpoints around the Old Harbour and learn about local history Old Harbour, Hermanus

    Check current museum access and use signed paths.

    Official information
  3. to · Meal Lunch near the harbor Hermanus
  4. to · Activity Choose an open history museum or a shorter town walk Old Harbour, Hermanus
  5. to · Meal Dinner near your hotel Hermanus
Harbour House HotelHermanus
Day 10 Hermanus
  1. to · Meal Breakfast near your hotel Hermanus
  2. to · Activity Walk a safe signed coastal path section and stop at public viewpoints Cliff Path, Hermanus

    Check weather, route access, and local wildlife information. Seasonal whale sightings are never guaranteed.

    Official information
  3. to · Meal Lunch around Hermanus Hermanus
  4. to · Activity Choose a second short path or a sheltered town visit Cliff Path, Hermanus
  5. to · Meal Dinner near your hotel Hermanus
Harbour House HotelHermanus
Day 11 Hermanus
  1. to · Meal Breakfast near your hotel Hermanus
  2. to · Activity Walk the streets around the harbor and compare open seafood options Hermanus town center

    Check kitchen and cafe hours.

    Official information
  3. to · Meal Have a local seafood lunch if service fits Hermanus
  4. to · Activity Visit a neighborhood cafe or take a short public waterfront loop Hermanus town center
  5. to · Meal Dinner near your hotel Hermanus
Harbour House HotelHermanus
Day 12 Cape Town
  1. to · Lodging Check out and collect your bags Harbour House Hotel
  2. to · Ground transport Travel from Hermanus to Cape Town Cape Town

    Confirm ground transport and pickup address. Adjust for traffic and check the actual hotel arrival.

    Official information
  3. to · Meal Lunch near your arrival point Cape Town
  4. to · Lodging Check in or drop off your bags The Onyx Apartment Hotel
  5. to · Activity Take a short orientation walk near your new base Cape Town

    Skip this walk if your arrival runs late.

  6. to · Meal Dinner near your new hotel Cape Town
The Onyx Apartment HotelCape Town
Day 13 Cape Town
  1. to · Meal Breakfast near your hotel Foreshore, Cape Town
  2. to · Activity Visit the District Six Museum and take time with first-person histories District Six Museum, Cape Town

    Check the museum schedule and what is accessible on your date.

    Official information
  3. to · Meal Lunch around the city center District Six Museum, Cape Town
  4. to · Activity Reflect or follow a public city-history route around the Grand Parade District Six Museum, Cape Town
  5. to · Meal Dinner near your hotel Foreshore, Cape Town
The Onyx Apartment HotelCape Town
Day 14 Cape Town
  1. to · Meal Breakfast near your hotel Cape Town
  2. to · Lodging Check out and collect your bags The Onyx Apartment Hotel
  3. to · Activity Optional final stop near your hotel Cape Town

    Skip this if your departure needs the time.

Trip calendar

Itinerary map Print itinerary

Suggested schedule · All times are local. Check hours and availability for your dates.

  1. Day 1

    Cape Town

    Africa/Johannesburg Open map for Cape Town
    1. to · Lodging Check in or drop off your bags The Onyx Apartment Hotel
    2. to · Activity Get oriented near your hotel and confirm the next day’s transport Cape Town

      Keep the outing optional if you arrive late.

    3. to · Meal Dinner near your hotel Cape Town
    The Onyx Apartment HotelCape Town
  2. Day 2

    Cape Town

    Africa/Johannesburg Open map for Cape Town
    1. to · Meal Breakfast near your hotel Foreshore, Cape Town
    2. to · Activity Visit a focused group of galleries at Zeitz MOCAA Zeitz MOCAA, Cape Town

      Check current exhibitions and opening days.

      Official information
    3. to · Meal Lunch around the V&A Waterfront Zeitz MOCAA, Cape Town
    4. to · Activity Walk the public Silo District and waterfront spaces Zeitz MOCAA, Cape Town
    5. to · Meal Dinner near your hotel Foreshore, Cape Town
    The Onyx Apartment HotelCape Town
  3. Day 3

    Cape Town

    Africa/Johannesburg Open map for Cape Town
    1. to · Meal Breakfast near your hotel V&A Waterfront, Cape Town
    2. to · Activity Compare Bo-Kaap terrace exteriors or public city-center heritage architecture Cape Town city center

      Respect residential spaces and check business opening independently.

      Official information
    3. to · Meal Lunch near the city center Cape Town city center
    4. to · Activity Explore an open reused building such as a public market or exhibition space Cape Town city center
    5. to · Meal Dinner near your hotel V&A Waterfront, Cape Town
    The Onyx Apartment HotelCape Town
  4. Day 4

    Stellenbosch

    Africa/Johannesburg
    1. to · Lodging Check out and collect your bags The Onyx Apartment Hotel
    2. to · Ground transport Travel from Cape Town to Stellenbosch Stellenbosch

      Confirm ground transport and pickup address. Adjust for traffic and check the actual hotel arrival.

      Official information
    3. to · Meal Lunch near your arrival point Stellenbosch
    4. to · Lodging Check in or drop off your bags Oude Werf Hotel
    5. to · Activity Take a short orientation walk near your new base Stellenbosch

      Skip this walk if your arrival runs late.

    6. to · Meal Dinner near your new hotel Stellenbosch
    Oude Werf HotelStellenbosch
  5. Day 5

    Stellenbosch

    Africa/Johannesburg Open map for Stellenbosch
    1. to · Meal Breakfast near your hotel Stellenbosch
    2. to · Activity Walk the public streets around Dorp Street and compare Cape Dutch architecture Dorp Street, Stellenbosch

      Check interior access and use public sidewalks.

      Official information
    3. to · Meal Lunch near the historic center Stellenbosch
    4. to · Activity See one public civic building exterior or a confirmed open museum Dorp Street, Stellenbosch
    5. to · Meal Dinner near your hotel Stellenbosch
    Oude Werf HotelStellenbosch
  6. Day 6

    Stellenbosch

    Africa/Johannesburg Open map for Stellenbosch
    1. to · Meal Breakfast near your hotel Stellenbosch
    2. to · Activity Walk the Botanical Garden if open or choose a town garden route Stellenbosch University Botanical Garden

      Check garden and viewpoint access independently.

      Official information
    3. to · Meal Lunch in central Stellenbosch Stellenbosch
    4. to · Activity Choose a public valley viewpoint if a confirmed ground route and weather fit Stellenbosch University Botanical Garden
    5. to · Meal Dinner near your hotel Stellenbosch
    Oude Werf HotelStellenbosch
  7. Day 7

    Stellenbosch

    Africa/Johannesburg Open map for Stellenbosch
    1. to · Meal Breakfast near your hotel Stellenbosch
    2. to · Activity Visit a selected estate only with confirmed transport and a real reservation Stellenbosch town center

      Plan the actual transfer in both directions and treat tastings as optional.

      Official information
    3. to · Meal Lunch in town or at a confirmed venue Stellenbosch
    4. to · Activity Walk a public town route or keep time for a second estate block Stellenbosch town center
    5. to · Meal Dinner near your hotel Stellenbosch
    Oude Werf HotelStellenbosch
  8. Day 8

    Hermanus

    Africa/Johannesburg
    1. to · Lodging Check out and collect your bags Oude Werf Hotel
    2. to · Ground transport Travel from Stellenbosch to Hermanus Hermanus

      Confirm ground transport and pickup address. Adjust for traffic and check the actual hotel arrival.

      Official information
    3. to · Meal Lunch near your arrival point Hermanus
    4. to · Lodging Check in or drop off your bags Harbour House Hotel
    5. to · Activity Take a short orientation walk near your new base Hermanus

      Skip this walk if your arrival runs late.

    6. to · Meal Dinner near your new hotel Hermanus
    Harbour House HotelHermanus
  9. Day 9

    Hermanus

    Africa/Johannesburg Open map for Hermanus
    1. to · Meal Breakfast near your hotel Hermanus
    2. to · Activity Explore public viewpoints around the Old Harbour and learn about local history Old Harbour, Hermanus

      Check current museum access and use signed paths.

      Official information
    3. to · Meal Lunch near the harbor Hermanus
    4. to · Activity Choose an open history museum or a shorter town walk Old Harbour, Hermanus
    5. to · Meal Dinner near your hotel Hermanus
    Harbour House HotelHermanus
  10. Day 10

    Hermanus

    Africa/Johannesburg Open map for Hermanus
    1. to · Meal Breakfast near your hotel Hermanus
    2. to · Activity Walk a safe signed coastal path section and stop at public viewpoints Cliff Path, Hermanus

      Check weather, route access, and local wildlife information. Seasonal whale sightings are never guaranteed.

      Official information
    3. to · Meal Lunch around Hermanus Hermanus
    4. to · Activity Choose a second short path or a sheltered town visit Cliff Path, Hermanus
    5. to · Meal Dinner near your hotel Hermanus
    Harbour House HotelHermanus
  11. Day 11

    Hermanus

    Africa/Johannesburg Open map for Hermanus
    1. to · Meal Breakfast near your hotel Hermanus
    2. to · Activity Walk the streets around the harbor and compare open seafood options Hermanus town center

      Check kitchen and cafe hours.

      Official information
    3. to · Meal Have a local seafood lunch if service fits Hermanus
    4. to · Activity Visit a neighborhood cafe or take a short public waterfront loop Hermanus town center
    5. to · Meal Dinner near your hotel Hermanus
    Harbour House HotelHermanus
  12. Day 12

    Cape Town

    Africa/Johannesburg
    1. to · Lodging Check out and collect your bags Harbour House Hotel
    2. to · Ground transport Travel from Hermanus to Cape Town Cape Town

      Confirm ground transport and pickup address. Adjust for traffic and check the actual hotel arrival.

      Official information
    3. to · Meal Lunch near your arrival point Cape Town
    4. to · Lodging Check in or drop off your bags The Onyx Apartment Hotel
    5. to · Activity Take a short orientation walk near your new base Cape Town

      Skip this walk if your arrival runs late.

    6. to · Meal Dinner near your new hotel Cape Town
    The Onyx Apartment HotelCape Town
  13. Day 13

    Cape Town

    Africa/Johannesburg Open map for Cape Town
    1. to · Meal Breakfast near your hotel Foreshore, Cape Town
    2. to · Activity Visit the District Six Museum and take time with first-person histories District Six Museum, Cape Town

      Check the museum schedule and what is accessible on your date.

      Official information
    3. to · Meal Lunch around the city center District Six Museum, Cape Town
    4. to · Activity Reflect or follow a public city-history route around the Grand Parade District Six Museum, Cape Town
    5. to · Meal Dinner near your hotel Foreshore, Cape Town
    The Onyx Apartment HotelCape Town
  14. Day 14

    Cape Town

    Africa/Johannesburg Open map for Cape Town
    1. to · Meal Breakfast near your hotel Cape Town
    2. to · Lodging Check out and collect your bags The Onyx Apartment Hotel
    3. to · Activity Optional final stop near your hotel Cape Town

      Skip this if your departure needs the time.