The Caribbean Tours & Trips 2020
36 trips to The Caribbean tours from 62 tour companies. 596 reviews. 4.2/5 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
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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
Jamaica beach & rainforest escape
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
9 days
$ 383 / day
$ 3,445
From :
$ 4,651
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
Full on
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:
- Relax and unwind on Jamaica’s white-powdered beaches and aquamarine sea.
- Enjoy an organic farm tour with an alfresco lunch.
- Stay in an elegant tree house in the jungle.
- Experience Bamboo rafting on the Rio Grande.
- Take a privately guided tour of Jamaica’s lively capital, Kingston.
Blue Lagoon, Blue Mountains, Caribbean, Montego Bay, Jamaica
Barbados and Bequia
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
13 days
$ 236 / day
$ 3,070
From :
$ 4,145
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:
- Experience Bridgetown on foot with a guided walking tour.
- Join the locals on a Friday evening for Oistins Fish Fry.
- Visit Bequia's small, quaint Capital town, Port Elizabeth.
- Navigate your way along the Belmont coastal walkway.
Barbados
Private stay at Harbour Beachfront Villa - Blue Belle
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
8 days
$ 1,586 / day
$ 12,685
From :
$ 17,125
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:
- Relax and unwind on a private island of white-powdered beaches and aqua-marine sea.
- Take advantage of the fantastic water sports and enjoy the warm Caribbean waters.
- Spend time with the extended family, or a group of friends in privacy.
- Explore the crystal waters of the island on a snorkelling adventure.
Antigua, Antigua And Barbuda
Bequia Beach Hotel & Barbados & Grenad
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
14 days
$ 254 / day
$ 3,555
From :
$ 4,799
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
- Discover the background behind Grenada's cocoa production at Carlton's Cocoa Station
- Discover more of the island
- Explore the sleepy island of Bequia
Ti Kaye Resort and Spa and the North Coast of Grenada
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
11 days
$ 257 / day
$ 2,830
From :
$ 3,821
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 :
Normal generally flat walking in urban or suburban environments.
Very Easy
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- Three-night stay at Petite Anse.
- Discover some of the 'Isle of Spice's' amazing produce
- Explore the secluded coastline of Levera National Park
- Seven nights to relax at Ti Kaye Resort and Spa
- The island's best snorkeling and dive spots
- Pampered at the spa, which has incredible views across the bay.
- Hike up Gros Piton, one of the two volcanic spires rising dramatically out of the ocean?
Saint Lucia
Calabash break
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
7 days
$ 436 / day
$ 3,050
From :
$ 4,118
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:
- Delicious Caribbean cuisine served at the romantic Rhodes restaurant.
- Enjoy an alfresco breakfast on the beach, overlooking the white sand of Lance Aux Espines.
- Take a boat trip along the calm west coast of Grenada to snorkel in the famed underwater sculpture park.
- The onsite dive center offers scuba diving excursions to some of the best reef and wreck sites.
- Estate Villas onsite offer privacy and seclusion.
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
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:
- Discover the very different characters and landscapes of 3 different islands
- A few days in Barbados and Grenada
- Heading to sleepy Bequia's beautiful beaches.
Barbados, Trinidad & Tobago
The Inn at English Harbour and Nevis
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.
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
Visits:
- 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.
Antigua, Antigua And Barbuda
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.
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:
- 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
Caribbean, Havana, Miami, Cuba
Palm Island Resort & Spa break
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.
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.
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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
596 The Caribbean Tour Reviews - Summary 82% 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 4.2 for all The Caribbean trips.
36 trips from 62 tour companies with 596 reviews
More The Caribbean Guided Tours
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