Top Caribbean Sea Luxury Trips & Packages In 2025/2026

Our 14 most popular Caribbean Sea Luxury Trips & Packages trips. Compare tour itineraries from 11 tour companies. 0 reviews.

14 Trips match your criteria (1 - 14 shown)

Best of Curacao
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5/5 Excellent
16 reviews
Self-Guided / Independent Tour
Why we love them
Their accessibility specialists have traveled with their own disabilities so they have a deep understanding of how to accommodate different needs.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Visit Curacao
  • Enjoy Sea Aquarium
  • Visit West side tour
  • Visit East side tour

Themes

Relaxing Retreats, Accessible & Limited Mobility

What travelers are saying

"I recently booked a trip to Mexico with Tarita for my family. I use a wheelchair and have two small children, and Tarita was a wealth of knowledge about which resorts would be both accessible AND kid friendly, which was awesome. Access was at the top of her list and she handled all the details. Really happy that I found her!"

Trip dates & details
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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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Miami to Miami
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Large Ship Cruise
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Visiting Cayman Islands
  • Key West Island
  • Mayan ruins in the Yucatan including Chacchoben and Kohunlich
  • 10 day Ocean cruise with 6 star amenities

Themes

Cultural, 50 Plus, Small Ship Cruise

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Natural Wonders of Costa Rica with Guanacaste
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4.7/5 Excellent
100+ reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Arenal Volcano, Central America, Guanacaste, La Fortuna, Monteverde, Pacific Ocean, Tortuguero National Park

Highlights

  • Cariari: Tour a banana plantation
  • Tortuguero national park: Guided cruise through the canals to view wildlife; guided walk through the rainforest; naturalist talkSARAPIQU
  • Arenal : Guided sightseeing of Arenal Volcano National Park; sightseeing of La Fortuna town; and visit Tabacón Hot Springs
  • Monteverde: Visit the Sky Walk hanging bridges; guided visit of Children’s Eternal Rainforest; Ecological Sancturary tour and cooking lesson; farewell dinner
  • Sarchi: Shop for souvenirsGUANACASTE
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Themes

Cultural, 50 Plus

What travelers are saying

"Our guide, Evie, was wonderful. She was knowledgeable, and so very helpful. Also very friendly and respectful. The bus driver was a very experienced driver. He kept us safe."

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Natural Wonders of Costa Rica
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4.7/5 Excellent
100+ reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Arenal Volcano, Central America, La Fortuna, Monteverde, Pacific Ocean, Tortuguero National Park

Highlights

  • Cariari: Tour a banana plantation
  • Tortuguero national park: Guided cruise through the canals to view wildlife; guided walk through the rainforest; naturalist talkSARAPIQU
  • Arenal : Guided sightseeing of Arenal Volcano National Park; sightseeing of La Fortuna town; and visit Tabacón Hot Springs
  • Monteverde: Visit the Sky Walk hanging bridges; guided visit of Children’s Eternal Rainforest; Ecological Sancturary tour and cooking lesson; farewell dinner
  • Sarchi: Shop for souvenirs
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Themes

Cultural, 50 Plus

What travelers are saying

"Our guide, Evie, was wonderful. She was knowledgeable, and so very helpful. Also very friendly and respectful. The bus driver was a very experienced driver. He kept us safe."

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Natural Wonders of Costa Rica with Manuel Antonio
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4.7/5 Excellent
100+ reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Arenal Volcano, Central America, La Fortuna, Manuel Antonio National Park, Monteverde, Tortuguero National Park

Highlights

  • Cariari: Tour a banana plantation
  • Tortuguero national park: Guided cruise through the canals to view wildlife; guided walk through the rainforest; naturalist talkSARAPIQU
  • Arenal : Guided sightseeing of Arenal Volcano National Park; sightseeing of La Fortuna town; and visit Tabacón Hot Springs
  • Monteverde: Visit the Sky Walk hanging bridges; guided visit of Children’s Eternal Rainforest; Ecological Sancturary tour and cooking lesson; farewell dinner
  • Sarchi: Shop for souvenirsMANUEL ANTONIO
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Themes

Cultural, 50 Plus

What travelers are saying

"Our guide, Evie, was wonderful. She was knowledgeable, and so very helpful. Also very friendly and respectful. The bus driver was a very experienced driver. He kept us safe."

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Blue Waters Resort break
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4.8/5 Excellent
100+ reviews
Private Guided
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Play a round of golf at Antigua's only PGA rated course, Cedar Valley Golf Club, just 5 km (3 miles) away from Blue Waters Resort.
  • The Cove restaurant is situated high above the cliffs, giving a unique dining experience over the Caribbean Sea.
  • The resort is set in 17 acres of tropical gardens, which can be explored with the head gardener, John on a private tour.
  • Book a sail at sunset or lobster lunch cruise to get the most out of the tranquil ocean setting.
  • Complimentary water bottles for all guests and excellent attitude to sustainability.

Themes

Nature & Wildlife, Sailing, Yoga, Meditation & Wellness, Relaxing Retreats, Golf

What travelers are saying

"Absolutely amazing two week trip to Mexico. Phoebe was very knowledgeable and helped us plan a fabulous itinerary. The hotels she'd recommended were perfect and in excellent locations. Our guides were helpful, friendly and spoke excellent English and when we contacted the Mexico office to squeeze in another excursion, they were responsive and immediately organised everything. All round brilliant customer service and Mexico was the most interesting and beautiful place to visit! Thank you!"

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Costa Rica: Jungles & Rainforests 2025
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4.4/5 Great
100+ reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate

Visits

Guanacaste, La Fortuna

Highlights

  • Life is pretty colorful on a Costa Rica family vacation
  • where even butterflies like the electric-blue morpho make visitors gape in awe.More than 850 different species of birds make their homes here
  • from emerald-green parrots
  • scarlet macaws and bright-billed 'flying banana' toucans to purple-throated hummingbirds
  • orange-bellied trogons
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Themes

Family Friendly

What travelers are saying

"My husband and I booked the Yellowstone tour with Tauck expecting so much more with the accommodations, food, and tour director based on the price point. We were sadly disappointed but still tried to enjoy the experience. Rooms were dirty, food were often buffets and other group dinners with some food inedible. We noticed other tours staying in our hotels and paying much less for their tours. One positive was we never touched our luggage which was nice but my small suitcase was damaged during one transfer. Word to the wise… read their emails thoroughly as the email we received a few weeks before our trip reads like a disclaimer for poor service and accommodations."

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