Trip type
Island trips
Routes built around islands. Every one is day by day, with costs and timing; filter by where, who's coming and how long you have.
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Trip types: National parks & wild places · National parks · Hiking · Wildlife · Camping · Dark sky & stargazing · Northern lights · City trip & culture · City breaks · Arts & museums · Music · Theme parks · Beach vacations & islands · Beaches · Islands · Lakes · Paddling & water sports · Mountains & ski · Mountain towns · Ski & snow · Food & wine trip · Food · Wine country · Breweries · History & culture · History · Small towns · Road trip · Road trip · Coastal drives · Scenic train rides · Trains & rail · Wellness & spa · Spas & slow travel · Splurge stays · Holidays & events · Festivals & events · Eclipses · Honeymoon · Weekend getaways · From New York City · From Boston · From Washington, DC · From Chicago · From Los Angeles · From San Francisco.

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The full directory
Every guide, listed by filter
Plain links to every guide in this collection ( Islands), grouped the same way as the filters above. A guide appears under every group it fits.
All trips →Where
Browse by where
Outside the USA 8
North America 19
United States 16
Southeast 8
Florida 4
North Carolina 1
South Carolina 1
Georgia 2
Mountain West 1
Utah 1
Midwest 1
Wisconsin 1
New England 1
Maine 1
Alaska & Hawaii 5
Hawaii 5
Canada 1
Prince Edward Island 1
Caribbean 2
St. Maarten 1
US Virgin Islands 1
Europe 3
Southern Europe & Mediterranean 2
Spain 1
Greece 1
Nordics & Iceland 1
Sweden 1
South America 1
South America 1
Colombia 1
Oceania 1
Australia & New Zealand 1
New Zealand 1
Who's going
Browse by who's going
Romantic getaways 12
Girls' trip & friend getaways 1
Family vacations 12
With little kids 4
With tweens 1
With teens 3
Multigenerational trip 2
Grandparents & grandkids 1
When
Browse by when
Winter 11
December 11
January 11
February 11
Spring 24
- Big Island
- Bradenton
- Cartagena with Friends
- Door County
- Florida Keys
- Hilton Head
- Kauai
- Key West
- Maine Coast
- Mallorca for Two
- Maui Family Trip
- New Zealand South Island
- Oahu
- Oahu
- Outer Banks
- Panama City Beach
- Prince Edward Island
- Salt Lake City with Tweens
- Santorini for Two
- Savannah
- St. John
- St. Maarten for Two
- St. Simons Island
- Stockholm
March 1
April 18
May 23
- Big Island
- Bradenton
- Cartagena with Friends
- Door County
- Florida Keys
- Hilton Head
- Kauai
- Key West
- Maine Coast
- Mallorca for Two
- Maui Family Trip
- New Zealand South Island
- Oahu
- Oahu
- Outer Banks
- Panama City Beach
- Prince Edward Island
- Salt Lake City with Tweens
- Santorini for Two
- Savannah
- St. Maarten for Two
- St. Simons Island
- Stockholm
Summer 15
June 15
July 15
August 15
Fall 24
- Big Island
- Bradenton
- Cartagena with Friends
- Door County
- Florida Keys
- Hilton Head
- Kauai
- Key West
- Maine Coast
- Mallorca for Two
- Maui Family Trip
- New Zealand South Island
- Oahu
- Oahu
- Outer Banks
- Panama City Beach
- Prince Edward Island
- Salt Lake City with Tweens
- Santorini for Two
- Savannah
- St. John
- St. Maarten for Two
- St. Simons Island
- Stockholm
September 23
- Big Island
- Bradenton
- Cartagena with Friends
- Door County
- Florida Keys
- Hilton Head
- Kauai
- Key West
- Maine Coast
- Mallorca for Two
- Maui Family Trip
- New Zealand South Island
- Oahu
- Oahu
- Outer Banks
- Panama City Beach
- Prince Edward Island
- Salt Lake City with Tweens
- Santorini for Two
- Savannah
- St. Maarten for Two
- St. Simons Island
- Stockholm
October 17
November 10
Trip type
Browse by trip type
National parks & wild places 13
National parks 7
Hiking 1
Wildlife 8
Dark sky & stargazing 1
City trip & culture 4
City breaks 4
Arts & museums 2
Beach vacations & islands 24
- Big Island
- Bradenton
- Cartagena with Friends
- Door County
- Florida Keys
- Hilton Head
- Kauai
- Key West
- Maine Coast
- Mallorca for Two
- Maui Family Trip
- New Zealand South Island
- Oahu
- Oahu
- Outer Banks
- Panama City Beach
- Prince Edward Island
- Salt Lake City with Tweens
- Santorini for Two
- Savannah
- St. John
- St. Maarten for Two
- St. Simons Island
- Stockholm
Beaches 21
Islands 24
- Big Island
- Bradenton
- Cartagena with Friends
- Door County
- Florida Keys
- Hilton Head
- Kauai
- Key West
- Maine Coast
- Mallorca for Two
- Maui Family Trip
- New Zealand South Island
- Oahu
- Oahu
- Outer Banks
- Panama City Beach
- Prince Edward Island
- Salt Lake City with Tweens
- Santorini for Two
- Savannah
- St. John
- St. Maarten for Two
- St. Simons Island
- Stockholm
Lakes 2
Paddling & water sports 2
Mountains & ski 1
Mountain towns 1
Food & wine trip 5
Food 4
Wine country 1
History & culture 7
History 7
Small towns 2
Road trip 17
Road trip 3
Coastal drives 17
Splurge stays 1
Honeymoon 2
How long
Browse by how long
Weekend · 2–3 days 4
4–5 days 13
6–8 days 7
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