The Greek islands have beautiful weather in the months just before and after peak season. It’s a great time to see the islands, save money, avoid the crowds, and still have great weather (though not as hot as July and August). If you want to see the super-popular islands of Santorini, Rhodes, Corfu, and Crete without the tourists then this is a great time to visit.

You seem to have your heart set on Zakynthos but I have to say it’s not a good use of time for a sort-of overrated payoff. Your time is much better spent (in my opinion) seeing another Greek island in the cyclades (maybe taking a ferry to Naxos or Paros sitting outside on the deck drinking a bottle of wine) rather than taking a bus and connecting flights. Zakynthos and Santorini/Mykonos are on opposite sides of the country and the only way from one to the other is by flying (or some combination of bus and ferry). So, my recommendation is to consider spending those Zakynthos days in Naxos, Paros, Milos, or some other Cycladic island.


Hi! I have fallen in love with the cyklades and have visited Santorini, Ios, Naxos and Folegandros in late june. Folegandros was the best, a fantastic island. We are now thinking about going to Paros the last week in September. Naoussa seem to be a great place. What’s the weather like in late September? Is it still quite warm? I also wonder about the sea conditions. May the sea be rough at that time of the year? I don’t like wavy ferry rides 😨 Thank you for a good sight!
This quiet island is waking up. Luxe boutique Zemi Beach House recently opened with classic details and a laid-back vibe that call to the local natural beauty of Shoal Bay East beach. On Merrywing Bay next to sister property CuisinArt Golf Resort & Spa, The Reef by CuisinArt recently unveiled 80 new suites. Here, farm-to-table fare means local fish and fresh produce from the on-site Hydroponic Farm. The Four Seasons Resort and Residences Anguilla took over the former Viceroy Anguilla with villas that overlook white-sand beaches and the rugged coral coastline.
There are 700 islands that make up the Bahamas, which extend 760 miles from the coast of Florida nearly all the way to Haiti. Of course, the majority of those islands are uninhabited, but those who want to visit still have practically an overwhelming number of destinations to choose from. If you’re hoping to truly get away from it all, don’t head to the most popular isles like Grand Bahama, consider one of these instead, then explore some of the country’s other top attractions.
Flight Oakland - Los Angeles (OAK - LAX) $55+ Flight San Francisco - Los Angeles (SFO - LAX) $91+ Flight San José - Los Angeles (SJC - LAX) $91+ Flight Houston - Los Angeles (HOU - LAX) $106+ Flight Houston - Los Angeles (IAH - LAX) $106+ Flight Dallas - Los Angeles (DFW - LAX) $123+ Flight Chicago - Los Angeles (ORD - LAX) $125+ Flight Seattle - Los Angeles (SEA - LAX) $125+ Flight Portland - Los Angeles (PDX - LAX) $137+ Flight New York - Los Angeles (LGA - LAX) $140+ Flight Orlando - Los Angeles (MCO - LAX) $163+ Flight Minneapolis - Los Angeles (MSP - LAX) $165+ Flight Detroit - Los Angeles (DTW - LAX) $166+ Flight Washington - Los Angeles (BWI - LAX) $173+ Flight Atlanta - Los Angeles (ATL - LAX) $178+ Flight Fort Lauderdale - Los Angeles (FLL - LAX) $178+ Flight Philadelphia - Los Angeles (PHL - LAX) $187+ Flight Newark - Los Angeles (EWR - LAX) $191+ Flight Boston - Los Angeles (BOS - LAX) $197+ Flight Raleigh - Los Angeles (RDU - LAX) $199+ Flight Chicago - Los Angeles (MDW - LAX) $201+ Flight Washington - Los Angeles (DCA - LAX) $204+
Panama is an underrated destination in Central America, including the San Blas Islands. This is a popular spot for sailing and boat tours, though there are also some resorts in case you’re looking for a more luxurious stay. Generally, the islands are quite rustic and make for a great off-the-grid island getaway. There are tons of beautiful spots for good sailing, diving, and snorkeling.
Flight Denver - Washington (DEN - IAD) $97+ Flight Orlando - Washington (MCO - DCA) $100+ Flight Minneapolis - Washington (MSP - IAD) $115+ Flight Minneapolis - Washington (MSP - DCA) $120+ Flight New York - Washington (LGA - DCA) $147+ Flight San José - Washington (SJC - IAD) $154+ Flight Boston - Washington (BOS - DCA) $155+ Flight Fort Lauderdale - Washington (FLL - DCA) $168+ Flight Denver - Washington (DEN - DCA) $173+ Flight San José - Washington (SJC - DCA) $180+ Flight Miami - Washington (MIA - DCA) $183+ Flight Los Angeles - Washington (LAX - DCA) $204+ Flight San Francisco - Washington (SFO - IAD) $206+ Flight San Francisco - Washington (SFO - DCA) $206+
I think that’s a great plan. Santorini is a must and Milos and Naxos are two islands that have both great beaches and lots to do and see away from the beach. Renting a car and exploring the interior villages of Naxos is a must-do and so is a boat tour around Milos. If you’re willing to cut Athens to 2 days, I would recommend Santorini 5 days, Milos 3 days, Naxos 3 days, and Athens 2 days.
My fiancee and I are heading to Greece in July. We’ve been to Naxos, Paros, Mykonos, and Santorini. This time we plan on being there July 1 to 23. We’re definitely including Milos, and one of Paros or Naxos. Any recommendations for other islands? Any particular ferry routes we should consider? Some “less touristy” islands are a must (for at least one island). We can be lively or very chilled. Thanks and best wishes! 
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