Couples · families · friends
Portugal, Spain, Madeira and the Azores any time of year, plus three sailings we love. Pick one, tell us your dates, and get your custom itinerary.
Begin your journey
Tell us where you want to go. No pressure, no obligation to book.
We will call you to build your itinerary. Check your email for a first look at the trip you picked. It comes from trips@trips.thewanderersclubtravel.com, so look in spam or Promotions if it is not in your inbox.
Private transfers and an English-speaking guide on every land trip
Premium hotels, including 5-star stays in Porto, Funchal and Lisbon
Sailings with Viking, Ponant and Oceania Cruises
One planner for the whole trip, from the flights to the last transfer
Set dates on smaller ships, from the fjords of Norway to the Azores to the vineyards of Bordeaux. Tell us who is going and we plan the rest, from the flights to the nights before and after.
Viking · 7 nights · June 22 to 29, 2028
Norway’s fjords and the coast of Denmark. Bergen, Eidfjord on the Hardangerfjord, Haugesund, Kristiansand, Aarhus, Skagen and Oslo. Viking includes a shore excursion in every port, and beer and wine with lunch and dinner.
Fares for your cabin on request.
We can add your flights and a night in Bergen or Oslo.
Get My Norway Itinerary
Ponant · 8 nights · July 22 to 30, 2027
São Miguel’s crater lakes, Santa Maria, Porto Santo, two days in Funchal and a finish in Lisbon. Ponant includes all meals, drinks and an excursion in every port.
From $5,970 per person.
Ponant’s listed fare, two to a cabin. Final price confirmed for your cabin.
Get My Azores Sailing Itinerary
Oceania Cruises · 10 nights · April 24 to May 4, 2027
Port wine in Porto, the Basque coast at Bilbao, two days in Bordeaux, then Saint-Malo and Guernsey on the way to England.
Fares for your cabin on request.
We can add your flights and a night in Lisbon.
Get My Wine Cruise ItineraryPrivate trips to Portugal, its islands and Spain, built around your dates. We can book any trip you want, these are simply the ones we plan most.
Lisbon, the Algarve, Porto and the Douro, Madeira and the Azores.
Family Journey Through Portugal
Lisbon, Sintra, Cascais, Arrábida, Aveiro, Nazaré, Óbidos, Porto, Arouca, the Algarve and the Vicentina Coast. Private city tours, hikes, cooking classes and sea caves, with private transfers and an English-speaking guide.
Listed at $6,599 per person.
Premium hotels and daily breakfast included. Estimate per person. Final price is confirmed for your dates.
Get My Portugal Itinerary
Sunny Lisbon & Algarve
Lisbon, Sintra, Cascais, Óbidos, the Alentejo, Évora, Lagos, Sagres, Faro and Olhão. A sunset sail, sea caves, biking and a fado show, with private transfers and an English-speaking guide.
Listed at $8,799 per person.
Premium hotels and daily breakfast included. Estimate per person. Final price is confirmed for your dates.
Get My Lisbon and Algarve Itinerary
Grape Expectations
Three nights at a wine estate in the Douro, three in Porto and five in Funchal, Madeira. Wine experiences, a harvest feast, city tours and a tour of both sides of Madeira.
Listed at $5,499 per person.
Listing includes round-trip air from Boston and 17 meals. Estimate per person. Final price is confirmed for your dates.
Get My Wine Country Itinerary
Azores Island Hopping
Terceira, Faial, Pico and São Miguel. Private tours and nature, with 4-star hotels in the sample itinerary, private transfers and an English-speaking guide.
Listed at $3,599 per person.
Daily breakfast included. Estimate per person. Final price is confirmed for your dates.
Get My Azores ItineraryBarcelona, Madrid, the Basque coast and Andalusia, or both countries in one trip.
Iberian Gems
Barcelona, Madrid, Toledo, Granada, Porto, Braga, Guimarães, Aveiro, Nazaré, Óbidos, Lisbon, Sintra and Évora. Private city tours, winery visits and a flamenco show, with private transfers and an English-speaking guide.
Listed at $7,599 per person.
Premium hotels and daily breakfast included. Estimate per person. Final price is confirmed for your dates.
Get My Iberian Itinerary
Exploring Northern Spain and Madrid
Basque Country, Rioja, Bilbao, the Wild Coast, Madrid and Toledo. A winery visit, culture and nature, with private transfers and an English-speaking guide.
Listed at $8,999 per person.
Premium hotels and daily breakfast included. Estimate per person. Final price is confirmed for your dates.
Get My Northern Spain Itinerary
Discovering the Beauty of Spain
Barcelona, Madrid, Toledo, Granada, Seville and Córdoba. Private city tours, winery visits and a flamenco show, with private transfers and an English-speaking guide.
Listed at $8,099 per person.
Daily breakfast included. Estimate per person. Final price is confirmed for your dates.
Get My Andalusia ItinerarySomething else, let’s plan it
A different mix of places, a different length, a trip for a special date. We can book any trip you want, these are simply the ones we plan most. Tell us the idea and we design it.
Get StartedOne of the three sailings, or any trip from the full list.
A month is enough. We check what is actually open.
A first look lands in your inbox, then we call to shape the real plan.
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About us
The Wanderers Club is a Boston travel company. We plan private trips to Portugal, Spain and the Atlantic islands, and we book the sailings we would take ourselves.
You get one planner for the whole trip. Flights, hotels, transfers, guides and the nights before and after a cruise, all handled, with someone to call if anything changes.
(617) 203-8378 · hello@thewanderersclub.travel · Visit our main site
No. Land trip prices are estimates per person for the trip as described, and sailing prices are the cruise line’s starting fare. The final price depends on your dates, cabin or hotels and availability, and we confirm the real number before you commit to anything.
It is the same ship and the same sailing. You also get one planner for the flights, the hotel nights before and after, the transfers, and anything that changes along the way.
Only where a trip says so. The Grape Expectations listing includes round-trip air from Boston. For the sailings and every other trip we can add flights, and we tell you exactly what is and is not included before you decide.
Yes. Every itinerary is a starting point. We adjust the hotels, the pace and the dates to fit you.
That is normal. Pick the trip closest to what you have been picturing, or choose the custom option and tell us a little about it.
On land trips, private transfers, an English-speaking guide and premium hotels, with daily breakfast and a mix of private tours, such as city tours, winery visits and sunset sails. On the sailings, what the cruise line includes, which we spell out for your cabin.
Start here
Portugal, Spain, the islands and three hand-picked sailings. One phone call.
We will call you to build your itinerary. Check your email for a first look at the trip you picked. It comes from trips@trips.thewanderersclubtravel.com, so look in spam or Promotions if it is not in your inbox.
