Considering your interests (great food, hiking, beaches, nightlife unimportant) then Naxos should definitely be your other island. (And Naxos has many daily ferry connections with both Santorini and Athens.) Also, Athens needs at least one full day to explore so you should drop any thoughts about Delphi or Nafplio. Also, I would look into flights from Athens to Santorini on your night of arrival. If you could get to Santorini that night (and move your day in Athens to the end of your trip) you’d almost gain an entire day and could spend two nights on Naxos.
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+
Kate Hudson, Goldie Hawn and Amy Schumer were among the first guests at Four Seasons Resort Oahu at Ko Olina, a 642-acre that opened in May 2016 on the island’s west coast 17 miles from Honolulu. Closer to the action of Waikiki, the Surfjack Hotel opened in May with a dose of vintage 1960s Hawaii, down to its painted murals and birds of paradise wallpaper by local artists that are just begging to be Instagramed. Pacific Beach Hotel re-emerges in the fall as Alohilani Resort Waikiki Beach, whose $115 million upgrades include two new restaurants by celebrity chef Masaharu Morimoto.
As soon as I think of travel, it’s not long before my mind drifts to white sand beaches, azure blue water, and palm trees in tropical locales. When most people think of paradise, chances are they’re thinking of tropical islands is far-flung corners of the world. Lounging with a good book, drinking from coconuts, soaking up the rays. Does it get any better than that?
But Indonesia has more than just Bali. The nearby Gili Islands are another incredible island getaway. Both destinations make for a more active tropical vacation and the weather remains pretty constant all year round (though April to October sees slightly drier weather). Both Bali and the Gili Islands are close enough that you should be able to visit them both on your trip to really get the most out of this idyllic corner of the world.
Glad to see you mentioned the Cook Islands – my husband and I went to Rarotonga for a week in 2008 and fell in love with it – can’t wait to someday bring our kids back there – they would love it, too! Very few people have actually heard of the Cooks, or know where they are, and while I like the “secrecy” of it, I wish more people would visit! Currently there are only 1-2 flights/week from the US – makes planning trips there a bit tougher!We only took a day trip to Aitutaki because of time, but it was probably the most beautiful place I’ve ever been. Glad to see you agree!
Crete, Santorini, and Naxos look quite doable within the 12-day block, but Crete’s beaches are scattered throughout a very LARGE island, Santorini really only has Kamari and Perissá (and some southern coast bays) and Naxos does have nice places to swim. If you choose only to visit those three islands in your relatively short time, you will do well.
We are planning our honeymoon in Greece. We can probably take up to two weeks. One of the places we want to go is Santorini. We would like to visit one or maybe two other places if possible. The other places we were looking at are Athens, Mykonos & Crete. Which of these would you recommend with Santorini if we were thinking of visiting 2 or 3 places total?
The other groups are best tackled individually. For example, the Ionians have no ferry connections to the rest of the Greek islands; the same story with the Sporades and the Argo-Saronics. The NE Aegean islands do have a link to the Dodecanese and the Cyclades but are probably best left for another trip once you have got the feel of the rhythm of the Greek islands.
Hi Dave. Thank you for your amazing website! We (30’s / 40’s couple – no kids) used your recommendations last year in September and visited Santorini (7days), Milos (3days) and Crete (12days) before spending 3 days in Athens. The trip was amazing and Greece is calling us to go back again this year! We have a conundrum which we are hoping you can assist (well, many of them really!)

Jamaica attracts travelers of many different types. Some come to see the amazing flora and wildlife, including many exotic species of birds. Others come to experience the famous Reggae music scene, which had its birthplace on this island. Others are drawn to the many great deals available on Jamaica, especially when it comes to all-inclusive resorts. Finally, many golfers come to Montego Bay, known for having the best golf courses in all of the Caribbean.


Thank you for putting together such a great site. My husband and I are planning a trip to the Islands in May – neither of us have been and, honestly, have no idea where to even start putting together an itinerary. We have at least 14 nights to spend there (and may be able to push that to 17). I’m in my early 30s, my husband’s in his early 40s. Our priorities are culture and history, swimming, beautiful views, nice towns, and food and drink. We’re not interested in clubbing at all, but more laid-back late night bars definitely appeal. This is probably our one big holiday this year so while the budget is more mid-range than sky-high, we can push it a bit for the right places or experiences. We’re happy to take in quite a few islands, or with a mix of longer and shorter stays. 

Went to Fiji for my honeymoon and i don’t think that trip can be topped. We wanted seclusion, privacy and romance and thats what we got. Our bure was 20 feet from the beach where we could relax and maybe see 1 or two people all day. It was incredible. The resort was called Matangi island resort. Great staff, great food…. It’s as close to perfect as you can get.

My sister (32 years young) and myself (28 years young) are traveling to Greece from 22nd Aug – 6th Sept 2017. This will be the first visit for my sister and my second visit so I am trying to show her my favourite places as well as visit new ones myself (i have only ever been to mykonos and santorini). Our trip starts in Athens for 2 days, Mykonos for 6 days, Santorini for 5 days and leaving us with 3 days to spare at the end of the trip. (4th Sept – 7th Sept) We fly out of Athens in the am on the 7th Sept so need to be back in Athens prior to this.
Hi everyone.Went back home (seychelles)for 7 weeks,it was amazing!Just the island way of life(no stress),the weather,the families,creole food especially the fresh fish and of course the beautiful beaches with amazing sceneries.You need to get off the main road sometimes to see the secluded beaches,Some beaches can be seen while driving.My favourite is ANSE ROYALE where i grew up,ANSE PARNEL,PETITE ANSE,ANSE COPRA,ANSE TAKAMAKA,L’INTENDANCE,AND OF COURSE PORT LAUNAY.I also went on PRASLIN AND LA DIGUE ISLAND(WOW)it blew me away.I left seychelles at 17,missed so much,one thing for sure i will be back(hopefully for good one day)THANK YOU
Question: Is it worth taking the evening ferry on the 4th Sep to Crete (Heraklion) from Santorini, then the bus onto Chania so that we can do the Samaria Gorge on the 5th? Spending the full day in Chania on the 6th and taking the last flight out of Chania that night back to Athens? (or do you think this is trying to squeeze in too much in too little time)?
Anguilla is most famous for its white beaches, and there are more than 30 of these to choose from. It’s one of the Caribbean’s smaller islands, so you can easily see the whole island if you’re there for a few days. This island is perfect for people looking for a quiet and less touristy Caribbean experience. At the same time, you can find some interesting nightlife here to stimulate you after a day relaxing on the beach.
Anguilla is most famous for its white beaches, and there are more than 30 of these to choose from. It’s one of the Caribbean’s smaller islands, so you can easily see the whole island if you’re there for a few days. This island is perfect for people looking for a quiet and less touristy Caribbean experience. At the same time, you can find some interesting nightlife here to stimulate you after a day relaxing on the beach.
The only ferry from Kusadasi to Greece goes to the Greek island of Samos. It’s a great island and certainly worth a few days. From Samos, there are usually direct ferries to Mykonos and Syros. These are very different islands that have a very different vibe – but both appealing in their own way. From Mykonos there will be direct flights to Western Europe (most likely Rome, Paris, Amsterdam, and London) though not every flight flies every day so requires some planning. Santorini would be another ferry ride from Mykonos. And Crete farther still. So you wouldn’t have time to get to either island.
Flight Denver - Chicago (DEN - ORD) $79+ Flight Houston - Chicago (HOU - ORD) $91+ Flight Houston - Chicago (IAH - ORD) $91+ Flight Boston - Chicago (BOS - ORD) $97+ Flight Dallas - Chicago (DFW - ORD) $97+ Flight Minneapolis - Chicago (MSP - ORD) $97+ Flight New York - Chicago (LGA - ORD) $97+ Flight Washington - Chicago (BWI - ORD) $101+ Flight Atlanta - Chicago (ATL - ORD) $108+
Jamaica attracts travelers of many different types. Some come to see the amazing flora and wildlife, including many exotic species of birds. Others come to experience the famous Reggae music scene, which had its birthplace on this island. Others are drawn to the many great deals available on Jamaica, especially when it comes to all-inclusive resorts. Finally, many golfers come to Montego Bay, known for having the best golf courses in all of the Caribbean.
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