Top The Caribbean Luxury Trips & Packages In 2025/2026

Our 15 most popular The Caribbean Luxury Trips & Packages trips. Compare tour itineraries from 5 tour companies. 0 reviews.

15 Trips match your criteria (1 - 15 shown)

The Best of Spain
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4.7/5 Excellent
100+ reviews
Group Tour
Why we love them
Despite being one of the most established names in the travel business, they continue to innovate and offer new top-notch experiences.
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Barcelona, Granada, Madrid, Seville, Toledo, Valencia

Highlights

  • Madrid : Welcome dinner; guided sightseeing, visit the Prado Museum
  • Cordoba : Guided walking tour, visit the Mosque of the Caliphs
  • Seville : Visit the Plaza de España; guided sightseeing, visit the Casa de Pilatos, and walk through the Santa Cruz quarter
  • Granada : Guided walking tour, visit the Alhambra complex and the Water Gardens of the Generalife
  • Valencia : Guided walking tour; taste a Horchata drink; paella dinner at a local restaurant
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Themes

Cultural, 50 Plus

What travelers are saying

"We were able to see many different areas of Portugal and enjoy the local fare."

Trip dates & details
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Iberian Discovery & Morocco
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4.7/5 Excellent
100+ reviews
Group Tour
Why we love them
Despite being one of the most established names in the travel business, they continue to innovate and offer new top-notch experiences.
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Andalusia, Granada, Jerez, Lisbon, Madrid, Salamanca, Segovia, Seville, Tangier, Toledo

Highlights

  • Madrid : Welcome and farewell dinners; guided sightseeing, visit the Prado Museum
  • Segovia : Take pictures of the Roman aqueduct
  • Avila : Visit the walled town
  • Salamanca : Orientation walk; wine tasting, dinner, and overnight stay at Hacienda Zorita
  • Fatima : Visit the Sanctuary of Our Lady of the Holy Rosary
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Themes

Cultural, 50 Plus

What travelers are saying

"We were able to see many different areas of Portugal and enjoy the local fare."

Trip dates & details
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Spain, Portugal & Morocco
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4.7/5 Excellent
100+ reviews
Group Tour
Why we love them
Despite being one of the most established names in the travel business, they continue to innovate and offer new top-notch experiences.
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Casablanca, Erfoud, Erg Chebbi, Fez, Granada, Jerez, Lisbon, Madrid, Marrakesh, Middle Atlas Mountains, Ouarzazate, Rabat, Seville, Tangier, Toledo

Highlights

  • Lisbon : Welcome dinner; guided sightseeing, visit the Alfama quarter and Jeronimos Monastery
  • Azeitao : Visit a tile workshop
  • Seville : Guided sightseeing, visit the Casa de Pilatos, and walk through the Santa Cruz quarter
  • Algeciras–tangier : By ferry across the Strait of Gibraltar
  • Rabat : Guided sightseeing, visit Mohammed V Mausoleum and the Roman relics of Chellah
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Themes

Cultural, 50 Plus

What travelers are saying

"We were able to see many different areas of Portugal and enjoy the local fare."

Trip dates & details
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Spanish Fiesta
Save this trip to your favorites or other list
4.7/5 Excellent
100+ reviews
Group Tour
Why we love them
Despite being one of the most established names in the travel business, they continue to innovate and offer new top-notch experiences.
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Andalusia, Barcelona, Bilbao, Granada, Madrid, Malaga, Pamplona, San Sebastian, Segovia, Seville, Toledo, Valencia

Highlights

  • Madrid : Welcome and farewell dinners; guided sightseeing, visit the Prado Museum
  • Segovia : Take pictures of the Roman Aqueduct
  • Ribera del duero : Wine tasting with tapas at Bodega Portia
  • Burgos : Take pictures of the Cathedral of Santa Maria
  • Bilbao : Guided visit of the Guggenheim Museum
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Themes

Cultural, 50 Plus

What travelers are saying

"We were able to see many different areas of Portugal and enjoy the local fare."

Trip dates & details
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10 Night West Indies Hideaway Voyage
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4.1/5 Great
35 reviews
Small Ship Cruise
Lodging level
Luxury - 5 star
Physical level
Very Easy
Trip pace
Flexible schedule

Highlights

  • Discover the five picture-perfect West Indies islands
  • Enjoy the cruise Azamara Quest
  • Explore mountain hiking trails, plantation homes, botanical gardens and famous Sunshine’s Beach Bar on Nevis

Themes

Nature & Wildlife, National Parks, Small Ship Cruise

What travelers are saying

"We love the Azamara Quest! Very friendly and Great food!"

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Sailing the Caribbean
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3.5/5 Great
30 reviews
Small Ship Cruise
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Sail the sparkling Caribbean Sea
  • Aboard the historic square-rigger Sea Cloud.
  • Snorkel in pristine coral reefs
  • Swim in tropical lagoons
  • Explore secluded cays and beaches.
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Themes

50 Plus, Sailing, Small Ship Cruise

What travelers are saying

"We booked a National Geographic expedition Holland and Belgium by River. The promotional literature promised a 14-day deposit refund window. The “invoice” was marked “non-refundable” deposit. We completed the National Geographic Traveler Information. About 8 days later we received the “Travel Agreement” to be signed. We both approved and signed the National Geographic documents. A Cruise Line Travel agreement was enclosed but had no signature line. This document contained language which was unacceptable. We submitted the signed NatGeo documents. The following day we canceled the trip due to the unacceptable Cruise Line language. Cancellation was made 12 days after booking and no deposit was returned. We were told on the phone that the refund deadline was triggered by the 14 day window OR signatures on the Travel Agreement which ever came first. This was NEW information. To date, we have received NO refund of our $1000. We cancelled our trip within the advertised 14 day window."

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Carlisle Bay break
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4.8/5 Excellent
100+ reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Secluded in the horseshoe shaped Carlisle Bay flanked by white sand, azure waters and tropical forests.
  • Suites are light and airy with modern colors and a hint of Caribbean flair.
  • East has a reputation of being one of the best Asian restaurants on Antigua.
  • CARA spa offers serene spa treatments using organic ingredients.
  • Hike through the forest, sail on a catamaran or scuba dive under the waves.

Themes

Cultural, Nature & Wildlife, Family Friendly, Scuba Diving, Relaxing Retreats

What travelers are saying

"Another wonderful trip organised by the team at Audley Travel. This time we arranged a holiday to South Africa. Robyn Hutchons was our advisor and her personal experience and knowledge was invaluable in planning the holiday. The local ground agents in South Africa were extremely helpful in resolving some car hire problems. All in all, I have no hesitation in recommending Audley and we will certainly be using them again for our holidays."

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Petit St Vincent
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4.8/5 Excellent
100+ reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • The perfect hideaway in the seclusion of the lush forest of Petit St Vincent Island.
  • Villas are completely private, opening out onto the beach.
  • Open air beachfront restaurant serving freshly caught seafood.
  • Access to some of the best diving sites at the JM Cousteau dive facility.
  • Take a day's sailing trip out to Tobago Cays, where skipper, Jeff Stevens will take you to some of the most beautiful deserted beaches.

Themes

Nature & Wildlife, Local Immersion & Homestays, Sailing, Scuba Diving, Relaxing Retreats

What travelers are saying

"Another wonderful trip organised by the team at Audley Travel. This time we arranged a holiday to South Africa. Robyn Hutchons was our advisor and her personal experience and knowledge was invaluable in planning the holiday. The local ground agents in South Africa were extremely helpful in resolving some car hire problems. All in all, I have no hesitation in recommending Audley and we will certainly be using them again for our holidays."

Trip dates & details
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