6,000 ISLANDS, ONE PERFECT SUMMER
Luxury Greece Holidays from the UK
~3½ hrs
DIRECT FROM LONDON
6,000
ISLANDS
ATOL
PROTECTED
Why Greece
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100+
HAND-VETTED RESORTS
The Mediterranean at Its Most Seductive
Greece is two holidays in one — the ancient wonders and buzzing life of Athens and the mainland, and the white-and-blue island idyll of the Cyclades, the Ionian and Crete. With some 6,000 islands, turquoise seas, ancient ruins and the most generous hospitality in the Mediterranean, it is the region at its most seductive.
At HighStreet Holidays we don't simply book Greece — we pair the islands well: Santorini's caldera with Mykonos or quieter Paros, often with a few days in Athens, with the ferries, flights and transfers handled.
With access to a carefully vetted portfolio, from Santorini cave suites to Ionian villas, we build a Greece trip that finds exactly the right islands for you.
With 6,000 islands, the art of Greece is choosing. Pair a famous name like Santorini with a quieter island, and you have the perfect Greek summer.
Signature Experiences
Moments That Linger
Greece rewards the traveller who chooses the right islands. These are the experiences our clients come home remembering.
Athens & Antiquity
The Acropolis, the Parthenon and a world-class new museum, with a buzzing food and rooftop scene below — far more than a stopover.
Santorini
The caldera, the white villages of Oia and the most famous sunset in the world — cave suites and infinity pools above a flooded volcano.
Mykonos
Whitewashed lanes, chic beach clubs and the Cyclades' liveliest scene — glamour and nightlife with beautiful beaches.
Crete
The largest, most varied island — Minoan ruins, mountains and gorges, superb food and some of Greece's best beaches and hotels.
The Ionian
Green, lush Corfu, Paxos and the turquoise coves of Zakynthos and Kefalonia — a softer, villa-and-sailing side of Greece.
Food & Island Life
Long tavernas lunches, fresh fish, olive oil and the warmth of Greek hospitality — the unhurried rhythm that defines a Greek holiday.
Recommended Packages
Curated for Every Occasion
Every package includes return flights from your nearest UK airport (lowest fares ex-London), private transfers, daily breakfast and selected experiences — tailored by your specialist.
Most Popular
7 Nights
Athens & Santorini Classic
- Athens arrival (ATH) - private transfer to hotel (~30 min)
- 2 nights Hotel Grande Bretagne Athens (Acropolis view rooftop)
- 5 nights Katikies Santorini (Oia clifftop, infinity pools)
- Bed & breakfast | domestic flight Athens-Santorini included
- Private Acropolis & Acropolis Museum tour with archaeologist guide
- Return flights from London airports
Signature Journey
7 Nights
Athens + Mykonos + Santorini
- Athens arrival - chauffeured private transfer to Grande Bretagne
- 1 night Hotel Grande Bretagne Athens
- 3 nights Cavo Tagoo Mykonos (cave-inspired infinity suites)
- 3 nights Mystique Santorini (Luxury Collection, Oia caldera)
- Half board | domestic island flights | private catamaran sunset cruise
- Return flights from London airports
Ultra Luxury
7 Nights
Amanzoe, Peloponnese
- Athens arrival - chauffeured private Mercedes transfer (~2 hrs to Porto Heli)
- 7 nights at Amanzoe, pool pavilion overlooking Aegean Sea
- Half board with private dining experiences
- Private archaeological day to Mycenae and Epidaurus with classicist
- Day cruise to Hydra and Spetses on Amanzoe's private yacht
- Return flights from London airports, premium cabin upgrade available
Looking for something different? Enquire below or call us on 020 3322 7866 and we'll curate a Greece journey around you.
Best Time to Visit
When to Go
LATE SPRING
May to June
Warm, sunny and uncrowded, with the islands fresh and green — one of the loveliest windows, before the summer heat and peak crowds.
EARLY AUTUMN
September to October
Warm seas and balmy days with thinner crowds — arguably the best all-round time for the islands and Athens alike.
SUMMER
July to August
Hot, lively and at peak prices, with the meltemi wind in the Cyclades — best for committed beach and party seekers; book well ahead.
WINTER
November to March
Athens and Crete stay rewarding, but most smaller islands largely close down — a quiet, low season for the mainland and cities.
Sample Itinerary
A 7-Night Greece Journey (Athens & the Cyclades)
Every itinerary we create is bespoke — this is simply one way a perfect trip unfolds.
1
DAYS 1-2 — ARRIVAL
Athens
Your direct flight reaches Athens in around 3.5 hours. The Acropolis, the new museum and a rooftop dinner — two nights in the capital.
2
DAYS 3-5 — THE CALDERA
Santorini
A short flight to Santorini — the caldera, the white villages of Oia and the famous sunset, from a cave suite above the sea.
3
DAYS 6-7 — A SECOND ISLAND
Mykonos or Paros
A ferry or flight to lively Mykonos or quieter, prettier Paros — beaches, tavernas and the Cycladic pace.
4
DAY 7 — THE SEA
Beaches & Boats
A final island day — a boat trip, a beach club and a long lunch by the water.
5
DAY 8 — DEPARTURE
Homeward
Your flight home — or add a third island or the Ionian to extend.
Make an Enquiry
Tell Us About Your Trip
Fill in the form below. Your specialist will be in touch within 2 hours — or first thing the following morning if you're enquiring out of hours.
1
Your holiday
2
Your details
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Step 1 of 2
Tell us about your stay
Dates, party size, accommodation and budget.
Destination
Dates & party
Date flexibility
Adults
2
Children
0
Budget & accommodation
Budget per person (flights + hotel)
£4,500
£500£50,000+
Accommodation
Flights
Practical Information
Practical Information
Getting There
- Direct flights from London — around 3.5-4 hours to Athens and the main islands in season (British Airways, Aegean, easyJet)
- Direct flights also from many regional UK airports
- Domestic flights and ferries link the islands
- Greece is 2 hours ahead of the UK
Entry Requirements
- UK passport holders: visa-free under the Schengen 90/180-day rule (up to 90 days in any 180-day period, counted across all Schengen countries)
- The EU's Entry/Exit System (EES) is now in operation — on your first entry you give a facial image and fingerprints at the border, rather than a passport stamp
- ETIAS, a travel authorisation (not a visa), is expected in late 2026 and is not yet required
- Passport valid at least 3 months beyond your departure
Health & Safety
- No vaccinations are legally required for entry from the UK
- A UK GHIC gives access to state-provided healthcare in EU countries — carry it, but it is not a substitute for travel insurance
- Comprehensive travel insurance is essential
Currency & Local Notes
- The currency is the Euro (EUR); cards widely accepted, cash useful on smaller islands
- Tap water is safe in cities but bottled is wise on some islands
- Tipping is modest and appreciated
- Greek hospitality is famously generous