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2 Weeks in The Caribbean

All 2 Week The Caribbean Tours & Packages 2021/2022
Plan an amazing trip for The Caribbean 2 week itinerary. Explore 19 The Caribbean 2 week trips from 62 experts with 680 reviews. Classic and off the beaten path itineraries.

The Caribbean in 2 Weeks

1- 13 of 13 trips shown that match your selections
 
1- 13 of 13 trips shown that match your selections
Classic Costa Rica
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Costa Rica
La Fortuna
Manuel Antonio National Park
Monteverde
Tenorio Volcano National Park
Tortuguero National Park

Classic Costa Rica

4.5 • Excellent 100+ Reviews
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Covid Safety+
This Tour Operator has met the guidelines set forth by the WTTC SafeTravels protocols
USTOA Active Member
This operator is an Active Member in good standing in the United States Tour Operator Association and part of the $1 million traveler insurance program
Trip Style
Small group tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 2,053
From : $ 2,714
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.
15 days
$ 134 / day
Popular
Updated recent
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago
Flexible cancellation
Operator allows full cash refund or credits if user cancels for any reason up to 30 days before date

Themes

Nature & Wildlife, Cultural, Local Immersion & Homestays, High Adventure, National Parks

Flights & Transport:

Ground transport included

Itinerary Focus:

Off the Beaten Path

Highlights

  • Swap the concrete jungle for real jungle on this journey into the rainforests, waterways, hot springs and the palm-lined beaches of Costa Rica.
  • Spot long-nosed tapirs, white-faced capuchin monkeys, ocelots and three-toed sloths on this wildlife adventure – Costa Rica is home to many exotic animals, and this trip puts you in the perfect position to see 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. You’ll even have an informal cooking lesson with the locals to make dinner!
  • Refresh yourself after jungle hikes, spotting 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.
More
Rome to Lisbon: Coasts & Countryside
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France
Italy
Monaco
Portugal
Spain
Algarve
Bar
Barcelona
Granada
Lisbon
Madrid
Nice
Rome
Seville
Cinque Terre
Leaning Tower of Pisa
Pisa

Rome to Lisbon: Coasts & Countryside

4.8 • Excellent 100+ Reviews
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Trip Style
Small group tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Basic
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 2,762
From : $ 3,867
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.
16 days
$ 173 / day
Updated recent
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago

Themes

Cultural

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • Relax on the beaches of nice
  • Enjoy the nightlife of barcelona
  • Listen to traditional fado music in lisbon
  • Dine on delicious tapas in madrid
More
Best of Spain & Portugal
Save this trip to your favorites or other list
Portugal
Spain
Bar
Barcelona
Coimbra
Granada
Lisbon
Madrid
Porto
Seville
Algarve
Córdoba
Santiago
Valencia

Best of Spain & Portugal

4.8 • Excellent 100+ Reviews
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Trip Style
Small group tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 3,229
From : $ 4,359
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.
14 days
$ 231 / day
Updated recent
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago

Themes

Cultural, Transformative

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • Savour traditional portuguese food in lisbon’s oldest neighbourhood
  • Taste coastal porto’s famous export in a port wine cellar
  • Soak in the lively atmosphere and scenery of madrid
  • Discover seville’s moorish influence
  • Learn to make paella in barcelona
More

Bequia Beach Hotel & Barbados & Grenada

4.9 • Excellent 100+ Reviews
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
USTOA Active Member
This operator is an Active Member in good standing in the United States Tour Operator Association and part of the $1 million traveler insurance program
Trip Style
Private guided tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
You'll stay in no-frills, but clean and comfortable, hotels or guesthouses. A 'Basic' trip might also involve a few nights of camping.
Premium
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 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.
14 days
$ 254 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago
Flexible cancellation
Operator allows full cash refund or credits if user cancels for any reason up to 30 days before date

Themes

Relaxing Retreats, Nature & Wildlife, Cultural, Small Ship Cruise, Scuba Diving, Rafting, Kayaking, Canoeing

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • 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.


More

Barbados and Sailing the Windward Isles

4.9 • Excellent 100+ Reviews
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
USTOA Active Member
This operator is an Active Member in good standing in the United States Tour Operator Association and part of the $1 million traveler insurance program
Trip Style
Private guided tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 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.
14 days
$ 297 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago
Flexible cancellation
Operator allows full cash refund or credits if user cancels for any reason up to 30 days before date

Themes

Nature & Wildlife, Small Ship Cruise

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • 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.
More

Blue Horizons Garden Resort and Saint Lucia Pitons

4.9 • Excellent 100+ Reviews
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
USTOA Active Member
This operator is an Active Member in good standing in the United States Tour Operator Association and part of the $1 million traveler insurance program
Trip Style
Private guided tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 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.
12 days
$ 166 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago
Flexible cancellation
Operator allows full cash refund or credits if user cancels for any reason up to 30 days before date

Themes

Relaxing Retreats, Hiking & Walking, Nature & Wildlife, Cultural, Scuba Diving

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • 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.
More

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Tamarind by Elegant Hotels and Antigua
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Antigua And Barbuda
Barbados
Antigua

Tamarind by Elegant Hotels and Antigua

4.9 • Excellent 100+ Reviews
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
USTOA Active Member
This operator is an Active Member in good standing in the United States Tour Operator Association and part of the $1 million traveler insurance program
Trip Style
Private guided tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 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.
12 days
$ 309 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago
Flexible cancellation
Operator allows full cash refund or credits if user cancels for any reason up to 30 days before date

Themes

Nature & Wildlife, High Adventure

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • Explore Antigua
  • Visit historic plantations and local art workshops
  • Visit local music and excellent fresh fish
More

Maca Bana Luxury Boutique Resort and Barbados East Coast

4.9 • Excellent 100+ Reviews
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
USTOA Active Member
This operator is an Active Member in good standing in the United States Tour Operator Association and part of the $1 million traveler insurance program
Trip Style
Private guided tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 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.
12 days
$ 222 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago
Flexible cancellation
Operator allows full cash refund or credits if user cancels for any reason up to 30 days before date

Themes

Relaxing Retreats, Nature & Wildlife, Cultural, Scuba Diving, Rafting, Kayaking, Canoeing

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • 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.
More

Barbados and Bequia

4.9 • Excellent 100+ Reviews
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
USTOA Active Member
This operator is an Active Member in good standing in the United States Tour Operator Association and part of the $1 million traveler insurance program
Trip Style
Private guided tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 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.
13 days
$ 236 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago
Flexible cancellation
Operator allows full cash refund or credits if user cancels for any reason up to 30 days before date

Themes

Hiking & Walking, Nature & Wildlife

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • 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.
More

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Bequia Beach Hotel & Barbados & Grenad

4.9 • Excellent 100+ Reviews
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
USTOA Active Member
This operator is an Active Member in good standing in the United States Tour Operator Association and part of the $1 million traveler insurance program
Trip Style
Private guided tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 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.
14 days
$ 254 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago
Flexible cancellation
Operator allows full cash refund or credits if user cancels for any reason up to 30 days before date

Themes

Nature & Wildlife, Cultural, High Adventure

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

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
More

Bequia Beach Hotel & Barbados & Grenada

4.9 • Excellent 100+ Reviews
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
USTOA Active Member
This operator is an Active Member in good standing in the United States Tour Operator Association and part of the $1 million traveler insurance program
Trip Style
Private guided tour
Trip Pace
A lot of free time, with very few inclusions. Ideal for independent and/or low-key travelers and cruisers.
Flexible schedule
Accommodation
You'll stay in no-frills, but clean and comfortable, hotels or guesthouses. A 'Basic' trip might also involve a few nights of camping.
Premium
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 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.
14 days
$ 254 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago
Flexible cancellation
Operator allows full cash refund or credits if user cancels for any reason up to 30 days before date

Themes

Relaxing Retreats, Nature & Wildlife, Cultural, Scuba Diving

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • 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.
More
Trip Style
Large ship cruise
Trip Pace
A lot of free time, with very few inclusions. Ideal for independent and/or low-key travelers and cruisers.
Flexible schedule
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 4,146
18 days
$ 230 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights
Trip Style
Group tour
Trip Pace
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.
Full schedule
Accommodation
You'll stay in no-frills, but clean and comfortable, hotels or guesthouses. A 'Basic' trip might also involve a few nights of camping.
Premium
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 4,694
14 days
$ 335 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago

Themes

Small Ship Cruise, High Adventure

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • Castries and Pigeon Island tour
  • Visit to Mamiku Gardens
  • Guided walking tour of St George's
  • Guided walk and picnic at Grand Etang lake
  • West coast tour of Barbados
  • Arlington House Museum in Speightstown
  • Visit to St Nicholas Abbey and Rum and Sugar Museum
More
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