The Caribbean Tours & Trips 2020

39 trips to The Caribbean tours from 62 tour companies. 658 reviews. 4.4/5 avg rating.

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Style Style Small Group Tour Small groups are usually defined as between 10 and 24 travelers, often less. If you're the kind of person who enjoys more intimate experiences and personal service this is a good choice. All else being equal you will pay a premium for this style vs a larger group tour.
Private Guided Private tours give you the undivided attention of a guide, and often involve special access to sites and unique experiences not available to larger groups. This is a great option for families, couples, and small friend groups. Expect to pay a bit more for the extra service.
Self Guided Tour A travel company plans your itinerary and arranges all the logistics including lodging, local activities, and transportantion. You have the flexibility of a solo trip while still getting the convience and time savings of expert planning. Get 90% of the benefits of a tour, without a guide.
Group Tour Groups are between 25-60 people, typically ~30-40. Usually there will be many opportunities to split off and enjoy meals and excursions in smaller groups. This is the most economical way to travel, saving up to 40% versus booking the same itinerary yourself.
River Cruise These vessels are smaller than most ocean cruisers, limiting which amenties are available. Passenger counts can vary. One of the biggest advantages of a river cruise is the ability to dock at smaller ports and local villages.
Small Ship Cruise Small ship cruises usually have a max passenger count of 500. The primary purpose of these trips is to spend time off the vessel in local ports (e.g. Mediterranean) or experiencing nature (e.g Galapagos or Antarctica). Cabins can vary from budget to luxury.
Large Ship Cruise This is the "floating city" experience, with multiple ways to enjoy your vacation aboard the ship as much as on land. Ships are multiple floors, provide several activities, culinary, and shopping options. They often make fewer stops and have less time available for shore excursions.
Retreats Similar to a self guided tour but staying in one location only with activities and day outings included as a part of the stay.

Price

Duration Dropdown

Travelers Age

Lodging Level Lodging Level Camping Typically involves most nights sleeping in tents (sometimes permanent tented sites) or in rustic cabins and lodges.
Basic - 2 star You'll stay in no-frills, but clean and comfortable, hotels or guesthouses. A 'Basic' trip might also involve a few nights of camping.
Value - 3 star Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Premium - 4 star 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Luxury - 5 star The highest level of comfort and service. All accomodations are in four or five star hotels, boutique lodges or high-end homestays.

Physical Level Physical Level Very Easy Minimal walking - motor vehicles available for all major parts of trip.
Easy Normal generally flat walking in urban or suburban environments.
Moderate Walking or physical activity half to most of day - no carrying equipment.
Strenuous All or most of day hiking or biking, hills included.
Extreme Very challenging all day hiking and backpacking carrying significant equipment.

Theme

Attractions & Cities Visited

Activities & Interests

Travel Style Travel Style Flexible schedule A lot of free time, with very few inclusions. Ideal for independent and/or low-key travelers and cruisers.
Full schedule For those looking to maximize their sight seeing time. You thrive on a packed day’s schedule from 8 am to 6pm, with some (but limited) free time. Most activities and meals included.
Balanced schedule You will have solid amounts of both free time and structured time with some activities and meals included.

Flight & Transport Inclusions

Solo Friendly Solo Friendly Good for Singles Trips that specifically cater to travelers looking to meet other singles.
No Single Supplement Trips where single supplement is usually not required for solo travelers.

Supplier (Company)

Countries Visited

Continents Visited

Rivers & Seas Visitied

Stride Gives Back Stride Gives Back This trip visits a destination impacted by climate change. When you opt in to the Travelstride Gives Back program, we will donate 10% of our net revenue to organizations that help mitigate climate change in these destinations and across the globe. Learn more

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The Inn at English Harbour and Nevis

Audley Travel
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
12 days
$ 262 / day
$ 3,140
From : $ 3,862
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
Travel Style : Array Relaxed
Physical Level : Normal generally flat walking in urban or suburban environments. 1- Very easy
Lodging Level : 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards. Comfort (4*)
Highlights
  • Discover the small, friendly island of Nevis.
  • Staying at a charming resort set in the ruins of an historic sugar plantation before heading to the golden sands of beautiful Antigua.
Visits:
Antigua, Antigua And Barbuda
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Classic Cuba: Havana & Cayo Santa María

7 days
Check price
Travel Style : Array Mixed
Physical Level : Walking or physical activity half to most of day - no carrying equipment. 2- Easy
Lodging Level : 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards. Comfort (4*)
Highlights
  • The crumbling buildings and vintage cars of Old Havana
  • A music and dance performance at Buena Vista Social Club
  • Entering the workshop where students learn how to preserve Havana’s buildings
  • Ernest Hemingway’s home, museum and fishing village
  • Community visits in the vibrant university city of Santa Clara
  • Meeting local Cubans, from artists and musicians to students and historians
Visits:
Caribbean, Havana, Miami, Cuba
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Palm Island Resort & Spa break

Audley Travel
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
7 days
$ 581 / day
$ 4,070
From : $ 4,640
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
Travel Style : Array Relaxed
Physical Level : Normal generally flat walking in urban or suburban environments. 1- Very easy
Lodging Level : The highest level of comfort and service. All accomodations are in four or five star hotels, boutique lodges or high-end homestays. Luxury (5*)
Highlights
  • An adult orientated castaway island with five white sand beaches and lush jungle.
  • Rooms are decorated with Caribbean charm and offer garden, beach or ocean views.
  • Two onsite restaurants serve fresh Caribbean dishes, and private dining in the pergola is a memorable experience.
  • There are a huge variety of experiences on the island, including sailing to nearby Union Island.
View Trip

Havana Getaway

5 days
$ 491 / day
$ 2,453
Travel Style : Array Mixed
Physical Level : Walking or physical activity half to most of day - no carrying equipment. 2- Easy
Lodging Level : 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards. Comfort (4*)
Highlights
  • Panoramic Tour of Havana
  • American Antique Car Ride
  • Old Havana Architectural Walking Tour
  • Arte Corte Community Project
  • San Jose Craft Market
  • Muraleando Community Project
  • Salsa Lesson
  • Day Trip to Pinar del Rio
  • Tobacco Production Demonstration
  • Organic Gardens
  • Viñales Visit
Visits:
Havana, Miami, Cuba
View Trip

Colors of Cuba II

7 days
$ 458 / day
$ 3,203
Travel Style : Array Mixed
Physical Level : Walking or physical activity half to most of day - no carrying equipment. 2- Easy
Lodging Level : 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards. Comfort (4*)
Highlights
  • Trinidad Walking Tour
  • Parque El Cubano, Escambray Mountains
  • Cienfuegos Walking Tour
  • Artist Galleries
  • Ceramic Studio
  • Thomas Terry Theater
  • Panoramic Tour of Havana
  • American Antique Car Ride
  • Old Havana Architectural Walking Tour
  • Arte Corte Community Project
  • San Jose Craft Market
  • Angeles del Futuro Community Project
  • Salsa Lesson
  • Day Trip to Pinar del Rio
  • Tobacco Production Demonstration
  • Organic Gardens
  • Viñales Visit
Visits:
Havana, Miami, Trinidad, Cuba
View Trip

Cuba Voyage

10 days
$ 490 / day
$ 4,899
Travel Style : Array Relaxed
Physical Level : Walking or physical activity half to most of day - no carrying equipment. 2- Easy
Lodging Level : 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards. Comfort (4*)
Highlights
  • Visit the  Guanahacabibes National Park
  • Enjoy a walking tour of Cienfuegos’ city center,  the historic center, a UNESCO World Heritage Site
  • Visit the Government Palace (City Hall), San Lorenzo School, the Bishopric, Ferrer Palace and the former lyceum
  • See the limestone, boasts white-sand beaches, Mangrove and salt pans
  • Enjoy the Pinar Del Rio to the famed Viñales Valley.
Visits:
Miami, Cuba
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Cultures of Cuba Cruise

9 days
$ 267 / day
$ 2,399
Travel Style : Array Relaxed
Physical Level : Walking or physical activity half to most of day - no carrying equipment. 2- Easy
Lodging Level : 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards. Comfort (4*)
Highlights
  • Many People-to-People interactions, onboard and ashore, which will immerse us in the culture and history of Cuba and its people
  • Authentic, home-cooked lunches at local Paladars in Cuba (family-owned, in-home restaurants), where you meet the family
  • Multiple lectures and interactive discussions on the people and history of Cuba
  • Meet with local farmers who grow organic plants and herbs and learn their traditional ways
  • Enjoy a performance by the Cienfuegos Choir
  • Spend time with locals in Cojimar to learn about Ernest Hemingway’s association with the town and his fishing exploits
Visits:
Havana, Santiago de Cuba, Cuba
View Trip

Seascape Discovery - Havana & Varadero

6 days
$ 850 / day
$ 5,100
Travel Style : Array Mixed
Physical Level : Walking or physical activity half to most of day - no carrying equipment. 2- Easy
Lodging Level : Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels. Value (3*)
Highlights
  • Panoramic overview of Havana
  • Montalván Art Gallery and Studio
  • Old Havana historic center
  • Santo Angel Neighborhood
  • Arte Corte & Jose Fuster Community Projects (artists)
  • Las Tres Monedas
  • Panoramic tour of Havana by antique car
  • University of Havana
  • Habana Compas Dance Group rehearsal in Marianao
  • Kamil Bullaudey Art Studio
  • Angeles del Futuro Community Project
  • (teaches children acrobatics for Cuban circus)
  • Matanzas - Music and Art school
  • Plaza de la Libertad- Matanzas Main Square
  • AfroAtenas Community Project
  • Panoramic tour of Varadero
  • Varadero-cultural exchange with the Danzon Club
  • Local craft market
  • Casa Dupont (rum and cigar tasting)
Visits:
Havana, Miami, Cuba
View Trip

Classic Cuba tour

Audley Travel
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
12 days
$ 3,387
Travel Style : Array Full on
Physical Level : Walking or physical activity half to most of day - no carrying equipment. 2- Easy
Lodging Level : 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards. Comfort (4*)
Visits:
Cayo Santa María, Havana, Trinidad, Vinales, Cuba, Trinidad & Tobago
View Trip
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Top The Caribbean Attractions & Experiences

Top The Caribbean Experiences

    • Touring the Caribbean’s three most historic cities: Havana, Cuba; Santo Domingo, Dominican Republic; and San Juan, Puerto Rico
    • Taking a windjammer cruise that docks in a French island one day, a Dutch island the next, and a British island on the third
    • Enjoying the tropical flavor of Costa Rica’s Caribbean coast
    • Soaking in hot springs on the beautiful lush island of Dominica
    • Watching uniformed school kids dance to the infectious beat of steel drum bands on St. Lucia or Trinidad
    • Sailing on a five-masted tall ship through the gorgeous British Virgin Islands
    • Exploring indigenous villages  in the rainforests of northern Panama

658 The Caribbean Tour Reviews - Summary 88% Recommend

4.4 out of 5
Excellent 483
Great 82
Average 18
Disappointing 19
Terrible 56
Value
4.4
Guide
4.4
Activities
4.4
Lodging
4.4
Transportation
4.4
Meals
4.4

Tour Reviews Write a Review

Wonderful cruise with ms volendam…

4.0
  • Value 4.0
  • Guide 4.0
  • Activities 4.0
  • Lodging 4.0
  • Transportation 4.0
  • Meals 4.0

Wonderful cruise with ms volendam departing in ft.lauderdale 3/1 till buenos aires on 12/2 special thanks to James and Wayan who wonderfull serviced our stateroom 6169 .
And special thanks to Rian and Mint from the main dining room table 156 for the very good service!!
The cruise was a wonderful experience !!
Regards William (wilhelmus)and monique from the netherlands.

Read more
Operator Holland America Line

My wife and I sailed on a…

4.0
  • Value 4.0
  • Guide 4.0
  • Activities 4.0
  • Lodging 4.0
  • Transportation 4.0
  • Meals 4.0

My wife and I sailed on a trans-Atlantic cruise from Fort Lauderdale in April 2022. Thought we had to endure a second Covid-19 test before boarding, that was the last problem that we encountered during our 21-day cruise. The veranda cabin on the cruise was comfortable and the shower very good. The food was first-class and the tours excellent, with only one exception. The trans-Atlantic portion of the cruise was one of the most pleasurable experiences I have ever had and the staff were memorable. I have read several of these reviews and I wonder whether they were actually on Holland America ships or their expectations ridiculously high. This is a fine, well-established cruise line and I would definitely recommend it.

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Operator Holland America Line

We had two cruises with HAL in 2022

5.0
  • Value 5.0
  • Guide 5.0
  • Activities 5.0
  • Lodging 5.0
  • Transportation 5.0
  • Meals 5.0

We had two cruises with HAL in 2022. They were great. Good food, great service. Nice smaller ships. We are sailing with them again in 2024. On the first we did not get HIA as it was a 7 day Alaska cruise. On the second we did as it was a 14 day Panama canal cruise. We felt that we had good value for the money.

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Operator Holland America Line

Fantastische ervaring

5.0
  • Value 5.0
  • Guide 5.0
  • Activities 5.0
  • Lodging 5.0
  • Transportation 5.0
  • Meals 5.0

Fantastische ervaring. Was voor mij de eerste cruise en echt heel erg goed. De kamer, het even, echt erg goed allemaal

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Operator Holland America Line

Geweldige ervaring.

5.0
  • Value 5.0
  • Guide 5.0
  • Activities 5.0
  • Lodging 5.0
  • Transportation 5.0
  • Meals 5.0

Wat een geweldige ervaring hebben wij gehad met de 8-daagse fjordencruise met de ms Rotterdam. Fantastisch mooi schip, uitstekend eten en vriendelijk personeel. De totale cruise was uitstekend geregeld.

Wij herkennen niets van de negatieve reacties die we hier tegenkomen. Ja, zo'n cruise kost geld en onderweg doet HAL er alles aan om iets te verdienen. Daar is het dan ook een ( amerikaans ) bedrijf voor. Maar je bent er zelf bij en kan er voor kiezen om ergens gebruik van te maken....of niet. Het is wel aan te raden om je van te voren goed te laten informeren waar je aan toe bent en wat je kan verwachten om verrassingen te voorkomen.

Wij heben de afgelopen week i.i.g.een uitstekende vakantie gehad.

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Operator Holland America Line

Uitstekende ervaring

5.0
  • Value 5.0
  • Guide 5.0
  • Activities 5.0
  • Lodging 5.0
  • Transportation 5.0
  • Meals 5.0

Vandaag terug van cruise naar Noorwegen met de Rotterdam van HAL. Voor ons de eerste cruise. De Rotterdam is een groot schip met veel mensen en daardoor het gevoel van drukte. Toch verspreid het snel en kun je rustige plaatsen opzoeken op het schip. Het ontbreekt aan niets. Eten is voortreffelijk, daar kan menig hotel niet aan tippen. Iedere dag wisselende al la Carte menu. Crew is fantastisch. Heel vriendelijk, behulpzaam en attent. Alles wordt er gedaan om de reis voor zoveel mensen (en wensen) goed te laten verlopen. Wij zijn zeer tevreden en herkennen de negatieve reviews zeker niet. Mooie hut ook. Wij kunnen de HAL zeker aanbevelen.

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Operator Holland America Line

All The Caribbean tours, river cruises, expedition cruises, and adventure trips. Find the best guided trips and expert planned vacation and holiday packages. Average rating of 4.4 for all The Caribbean trips.

39 trips from 62 tour companies with 658 reviews

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