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2025
Calendar

Arrangements Flower

Trip Calendar 2026/2027

Year
Dates
Tour
Availability
Links
2026
September 6 - 13
Cinque Terre - Women Only
Last Rooms
2026
September 15 - 20
The Islands of Amalfi
Last Rooms
2026
September 23 - October 1
Sicily & the Aeolian Islands
Sold Out
2026
October 18 – 29
Italy Scouting & Discovery Tour
Available
2027
May 1 - 9
Sicily & the Aeolian Islands
Available
2027
May 6 - 12
Cinque Terre & the Hidden Riviera
Available
2027
May 16 - 24
Puglia, Matera & the Amalfi Coast
Available
2027
May 25 - 31
Naples & the Islands of Amalfi
Available
2027
June 22 - 30
Lake Como & the Dolomites
Available
2027
July 6 - 14
Lake Como & the Dolomites
Available
2027
September 19 - 27
Sicily & the Aeolian Islands
Available
2027
September 29 – October 5
Naples & the Islands of Amalfi
Available
2027
October 7 - 13
Cinque Terre & the Hidden Riviera
Available
2026 Dates
Tour
Availability
Rate USD
Links
May 16 - 24, 2026
Puglia & the Amalfi Coast
Join 2027 Waitlist
$10,695
June 7 - 14, 2026
Cinque Terre
Join 2027 Waitlist
$6,295
June 17 - 25, 2026
The Italian & French Rivieras
Join 2027 Waitlist
$10,995
June 28 - July 6, 2026
Lake Como & the Dolomites
Join 2027 Waitlist
$9,995
September 6 - 13, 2026
Cinque Terre - Women Only
Available
$6,295
September 15 - 20, 2026
The Islands of Amalfi
Available
$7,395
September 23 - October 1, 2026
Sicily & the Aeolian Islands
Join 2027 Waitlist
$10,295
October 18 – 29, 2026
Italy Scouting & Discovery Tour
Available
$7,995

Trip Combinations — Stack Trips to Extend Your Stay Abroad.

Ocean next to a city
Flowers-Salmon-4-copiar

2026 Stackable Options

Stackable Option #1: 

This is a glorious two weeks on the north and south coasts of Italy. You’ll fly into Pisa (or Milan) and leave from Naples.

  September 6 – 13, 2026 — Cinque Terre.

  September 15 – 20, 2026 — The Islands of Amalfi.

Stackable Option #2: 

Here’s an itinerary that combines stunning coastal destinations, blending the iconic Amalfi Coast with insider Sicily. Fly into Naples and out of Catania for a seamless travel experience.

 September 15 – 20, 2026 — The Islands of Amalfi.

 September 23 – October 1, 2026 — Sicily & the Aeolian Islands.

2027 Stackable Options

Stackable Option #1: 

Experience two very different sides of Italy in one unforgettable journey. Begin among the colorful seaside villages of the Italian Riviera before heading south to discover the whitewashed towns of Puglia, the ancient city of Matera, and the iconic Amalfi Coast.

 May 6-12 — Cinque Terre & the Hidden Riviera (6 Nights)

 May 16-24 — Puglia, Matera & the Amalfi Coast (8 Nights)

Stackable Option #2: 

This itinerary combines southern Italy’s most iconic regions. Explore the towns of Puglia, the Unesco-listed city of Matera, and the Amalfi Coast villages before continuing to Naples and relaxing in a spa hotel for 5 nights in the Bay of Naples.

 May 16-24 — Puglia, Matera & the Amalfi Coast (8 Nights)

 May 25 – 31 — Naples & the Islands of Amalfi (6 Nights)

Stackable Option #3: 

Enjoy two weeks exploring some of Italy’s most spectacular coastlines. Start with Naples and the idyllic islands of the Amalfi Coast before traveling north to discover the colorful fishing villages, scenic trails, and hidden corners of the Italian Riviera.

 September 29–October 5 — Naples & the Islands of Amalfi (6 Nights)

 October 7-13 — Cinque Terre & the Hidden Riviera (6 Nights)

Stackable Option #4: 

Discover two of Italy’s island destinations in one seamless adventure. Explore the volcanic landscapes, crystal-clear waters, and rich traditions of Sicily and the Aeolian Islands before continuing to the islands and coastal beauty of the Amalfi Coast.

 September 19-27 — Sicily & the Aeolian Islands (8 Nights)

 September 29–October 5 — Naples & the Islands of Amalfi (6 Nights)