The Caribbean Tours & Travel Packages 2024/2025
37 trips to The Caribbean tours from 62 tour companies. 653 reviews. 4.1/5 avg rating.
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DEPARTURE DATES
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
No filters applied
Classic Costa Rica
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
15 days
$ 137 / day
$ 2,010
From :
$ 2,782
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
Mixed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- Swap the concrete jungle for real jungle on this trip into the rainforests, waterways, hot springs and palm-lined beaches of Costa Rica.
- Long-nosed tapirs, white-faced capuchin monkeys, elegant ocelots and three-toed sloths – Costa Rica is home to exotic animals, and this trip puts you in the perfect position to spot them all.
- Go deeper than the average tourist with a homestay in a quiet agricultural community; the perfect opportunity to experience local life and practice your Spanish.
- Refresh after jungle hikes spotting endemic wildlife in the rejuvenating hot springs of volcanic La Fortuna.
- Visit the indigenous Maleku community to share a traditional meal and learn about their way of life – this small tribe has big ambitions for regenerating local forests and natural habitats.
La Fortuna, Manuel Antonio National Park, Monteverde, Tenorio Volcano National Park, Tortuguero National Park, Costa Rica
Classic Cuba
9 days
$ 649 / day
$ 5,840
Travel Style :
Array
Mixed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
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
Visits:
- Discover this fascinating island with your expert insightCuba Tour Leader and experienced Cuban Guide.
- Explore Old Havana and learn about daily life in the capital as you engage with residents from all walks of life.
- Dine at La Floridita, one of Ernest Hemingway’s favorite spots.
- Mingle with residents at a farmers market and visit a medical clinic for insight into the diversity of the Cuban economy – from its dual currency to socialized healthcare.
- Visit the Korimacao Community Project, a respected school of the arts.
- Learn about Trinidad’s stunning wealth of Colonial architectural on a guided tour of the Museum of Architecture.
Havana, Miami, Trinidad, Cuba
The Best of Spain & Portugal
13 days
$ 169 / day
$ 2,199
Travel Style :
Array
Mixed
Physical Level :
All or most of day hiking or biking, hills included.
Moderate
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
Alentejo, Andalusia, Coimbra, Douro Valley, Granada, Lisbon, Madrid, Porto, Salamanca, Segovia, Seville, Sierra Nevada, Toledo, Oporto, Portugal, Spain
Blue Waters Resort break
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
7 days
$ 254 / day
$ 1,780
From :
$ 2,029
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 :
Walking or physical activity half to most of day - no carrying equipment.
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
Visits:
- 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.
Antigua, Caribbean, Antigua And Barbuda
Cuba: Discovering its People and Culture
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
9 days
$ 699 / day
$ 6,295
Travel Style :
Array
Mixed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
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
Visits:
- Discuss historic preservation with local experts, and meet residents as you explore Old Havana and Trinidad.
- Witness Cuba’s shifting cultural and economic landscape on visits to schools, art studios, and privately owned businesses.
- Soak up rhythms of all sorts—from Afro-Cuban to award-winning a cappella.
- Meet with local dancers and musicians in the colonial city of Cienfuegos.
Havana, Trinidad, Cuba
Cuba: A Bridge Between Cultures
12 days
$ 350 / day
$ 4,195
Travel Style :
Array
Mixed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- Explore the cultural and historical sites of Cuba
- Discover local Cuban culture and family life
- Explore Havana and Cienfuegos
- Discover Cuban customs
Havana, Miami, Trinidad, Cuba
Laluna Boutique Resort & Villas break
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
7 days
$ 482 / day
$ 3,375
From :
$ 4,556
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 :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- One of Grenada's most romantic properties, with just 16 cottages in a secluded location.
- Cottages and villas are set on the hillside awarding sweeping views of the Caribbean Sea.
- Daily yoga and a gorgeous spa facility are key to help guests rejuvenate during their stay.
- Join the captain of Helia, a 44' Catamaran and set sail for sunset and snorkeling.
Caribbean
Bequia Beach Hotel & Barbados & Grenada
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
14 days
$ 254 / day
$ 3,555
From :
$ 4,373
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
Mixed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
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
Visits:
- Start with a drive through the steep hills and lush rainforest of Grand Etang National Park, stopping at Concord Waterfall.
- You may like to head to historic Westerhall Rum Distillery.
- Little Arches is in a quiet, residential area on the south coast.
- A private tour to St Nicholas Abbey, a 17th century plantation house, for a tour of the house and rum tasting.
- You might like to head into Bridgetown, take a tour of the Mount Gay Rum factory or the famous Kensington Oval cricket grounds.
- Set on a beautiful, golden sand beach this charming property is a great base for exploring the sleepy island of Bequia.
- Explore the beautiful scenery of this sleepy island, passing fishing villages, artists studios and desert beaches.
- Ferries over to St Vincent take just an hour if you'd like to explore more of the islands that make up St Vincent & the Grenadines.
- Another day at leisure and you may like to take a boat trip to incredibly blue waters of the lagoon at Tobago Cays.
Kensington Palace, Barbados
Barbados and Sailing the Windward Isles
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
14 days
$ 297 / day
$ 4,155
From :
$ 5,609
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
Mixed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- Take some time to visit the historical highlights on Barbados, including St Nicholas Abbey, Bathsheba and Holetown.
- Sample some of the island's best food in Speightstown or Oistins.
- Embark on a seafaring adventure navigating the Windward Isles onboard the Royal Clipper Sailing vessel.
Caribbean, Barbados
Blue Horizons Garden Resort and Saint Lucia Pitons
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
12 days
$ 166 / day
$ 1,995
From :
$ 2,693
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
Mixed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- This morning join the hotel's estate tour where a local guide explains its history and the process of cocoa production.
- Exploring the resort trails and showing you the local plant life.
- Leisure to relax and just enjoy the beautiful scenery.
- If you are feeling more active you might like to climb Gros Piton for incredible views
- Discover some of the island's history at Fort George and Fort Frederick
- Visit the Grenada National Museum.
- The popular market selling spices and other local products is particularly lively on Saturdays.
- Visit Grand Etang National Park to explore some of the incredible flora and fauna of the island's interior
- Snorkeling or dive trip to the underwater sculpture park, the first of its kind, is not to be missed.
- Take a short ferry trip over to neighboring Carriacou which has some lovely walking trails, dolphin swim.
- Explore the rum distillery and cocoa plantation on route.
Saint Lucia
Cotton House break
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
7 days
$ 652 / day
$ 4,565
From :
$ 5,204
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 :
Walking or physical activity half to most of day - no carrying equipment.
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
Visits:
- Pristine waters ideal for snorkeling and scuba diving with the resident turtles of Britannia Bay.
- Only 17 rooms with private oasis feel.
- All rooms have private verandas and ocean views.
- Beachside café.
Saint Lucia
Carlisle Bay break
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
7 days
$ 414 / day
$ 2,900
From :
$ 3,567
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 :
Walking or physical activity half to most of day - no carrying equipment.
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
Visits:
- 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.
Caribbean
Tamarind by Elegant Hotels and Antigua
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
12 days
$ 309 / day
$ 3,710
From :
$ 5,009
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
Mixed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- Explore Antigua
- Visit historic plantations and local art workshops
- Visit local music and excellent fresh fish
Antigua, Antigua And Barbuda, Barbados
Petit St Vincent
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
7 days
$ 778 / day
$ 5,445
From :
$ 6,697
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 :
Walking or physical activity half to most of day - no carrying equipment.
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 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.
Maca Bana Luxury Boutique Resort and Barbados Eas ...
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
12 days
$ 222 / day
$ 2,665
From :
$ 3,598
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
Mixed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- A private car and driver at your disposal for four hours to explore the island as you wish.
- Alternatively, you can visit historic plantations or explore the interior of the island.
- Free to explore at your leisure.
- The rugged east coast of the island on which your hotel is set is perfect for Seven nights to relax.
- At leisure at Maca Bana. take out a kayak or do some snorkeling
- Head to Grand Etang National Park to explore some of the incredible flora and fauna of the island's interior.
- Visit a cocoa plantation, rum distillery, or spice garden. Or you may prefer to take a boat over to explore Carriacou.
Barbados, Saint Lucia
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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
Top The Caribbean Attractions
653 The Caribbean Tour Reviews - Summary 80% Recommend
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 4.1 for all The Caribbean trips.
37 trips from 62 tour companies with 653 reviews
More The Caribbean Guided Tours
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