Where To Go and When

by Santorini Dave • Updated: December 15, 2018

Where to travel and when to go are two of the most common questions I get. Here are some great destinations arranged by month of travel. Please, don’t take this list too seriously. It’s a collection of personal preferences, suggestions, and possibilities.

The best year-round destinations are Singapore, Barcelona, San Francisco, and New York City.

Where To Go In January

Where To Travel in January.

The weather in Tulum is wonderful in January and bars and restaurants have a fun festive vibe.

The 7 Best Places To Go In January

1. Tulum
2. Koh Samui
3. Phuket
4. Barcelona
5. Tokyo
6. Florence
7. Rome

Where To Go In February

Where To Travel in February

Koh Samui quiets a little from the holiday rush but weather is still wonderful.

The 7 Best Places To Go In February

1. Koh Samui
2. Tulum
3. Phuket
4. Tokyo
5. Barcelona
6. Rome
7. Florence

Where To Go In March

Where To Travel in March

Rome is at its best in the Spring for sightseeing. Good weather and crowds and lineups are far from their peak.

The 7 Best Places To Go In March

1. Rome
2. Koh Samui
3. Phuket
4. Kyoto
5. Tokyo
6. Florence
7. Paris

Where To Go In April

Where To Travel in April

Paris has pleasant weather in April. Crowds are beginning to increase but still manageable.

The 7 Best Places To Go In April

1. Paris
2. Florence
3. Rome
4. Santorini
5. Kyoto
6. Tokyo
7. Koh Samui

Where To Go In May

Where To Travel in May

May will have great weather in Santorini for sightseeing, wine tours, and hikes. Boat tours are better in June, July, and September.

The 7 Best Places To Go In May

1. Santorini
2. Paris
3. London
4. Florence
5. Rome
6. Kyoto
7. Iceland

Where To Go In June

Where To Travel in June

Long days and fantastic outdoor activities make Iceland an awesome June destination.

The 7 Best Places To Go In June

1. Iceland
2. Santorini
3. Mykonos
4. London
5. Bali
6. Paris
7. Florence

Where To Go In July

Where To Travel in July

In July London is packed with tourists but made up for by good weather to enjoy the parks and markets.

The 7 Best Places To Go In July

1. London
2. Mykonos
3. Santorini
4. Bali
5. Iceland
6. Amsterdam
7. Seattle

Where To Go In August

Where To Travel in August

If you want to party (and have great beach weather) Mykonos is the place and August is the month. (If you’re only interested in the beaches then come in June or September.)

The 7 Best Places To Go In August

1. Mykonos
2. Santorini
3. Bali
4. Iceland
5. Amsterdam
6. Seattle
7. London

Where To Go In September

Where To Travel in September

September has great weather and slightly smaller crowds than summer as NYC residents head back to work.

The 7 Best Places To Go In September

1. New York City
2. Santorini
3. Seattle
4. Bali
5. Mykonos
6. Barcelona
7. Florence

Where To Go In October

Where To Travel in October

Bali has great weather and great deals in October.

The 7 Best Places To Go In October

1. Bali
2. Barcelona
3. Florence
4. Tokyo
5. Kyoto
6. Santorini
7. New York City

Where To Go In November

Where To Travel in November

Tokyo is at its best in November for sightseeing and fall colors.

The 7 Best Places To Go In November

1. Tokyo
2. Barcelona
3. Florence
4. Kyoto
5. Rome
6. Santorini
7. New York City

Where To Go In December

Where To Travel in December

Barcelona is perhaps the best year-round destination but it has an especially festive spirit in the weeks leading up to Christmas.

The 7 Best Places To Go In December

1. Barcelona
2. New York City
3. Florence
4. Rome
5. Tulum
6. Phuket
7. Koh Samui

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2 Questions and Comments

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  1. AvatarThailand or Greece or Mexico in September for Great Beach Weather

    We’re planning a family holiday vacation for 2018. September is the month we’ve decided on. We’d like a beach holiday. Would you recommend the Thailand islands, the Mexican Caribbean, or the Greek islands for the best beach weather?


    1. Santorini DaveSantorini Dave The Hotel Expert

      Definitely the Greek islands which have wonderful beach weather in September. Crowds (and prices) have dropped a bit from July and August but everything is still open. Both Thailand and Mexico enter their rainy season in September so aren’t the best choices for that time of year.