Top Caribbean Luxury Tours

Q: Which Caribbean Luxury Tours have Instant Confirmation?

Caribbean Luxury Tours with Instant Confirmation include: Private Airport Transfers Roundtrip Punta Cana Hotels Shopping Tour In Don Lucas Cigar Factory, Rum tasting, Cocoa factory, Souvenirs Private Souvenirs Shopping Tour from Punta Cana Punta Cana & Bávaro Private Transportation Guided Shopping Tour - Rum tasting, chocolate factory, Cigar factory View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Luxury Tours have Hotel Pickup?

No problem. These Caribbean Luxury Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Shopping Tour In Don Lucas Cigar Factory, Rum tasting, Cocoa factory, Souvenirs Private Souvenirs Shopping Tour from Punta Cana Punta Cana & Bávaro Private Transportation Guided Shopping Tour - Rum tasting, chocolate factory, Cigar factory View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

San Juan Bay Private Tour with Drinks and Tapas: 4+ people

Get more time, See more do more!, More Space! Welcome aboard your private water tour aboard a choice between a 37 foot sailboat ot a …More

5.0 (51)

San Juan Bay Private Tour with Drinks and Tapas: 4+ people

Get more time, See more do more!, More Space! Welcome aboard your private water tour aboard a choice between a 37 foot sailboat ot a...

3 hours Free Cancellation

5.0 (51)

from
$166

Appleton Estate, Ys Falls and Black River Safari Private Tour

From handcrafted rum and sugarcane juice to waterfalls and wild crocodiles, experience the treasures of Jamaica’s south coast all in one day on a private …More

Montego Bay, Jamaica

4.8 (9)

Appleton Estate, Ys Falls and Black River Safari Private Tour

From handcrafted rum and sugarcane juice to waterfalls and wild crocodiles, experience the treasures of Jamaica’s south coast all in one day on a private...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$166

Black River Safari, YS Falls and Flyod's Pelican Bar

Soak up the island vibes along Jamaica’s South Coast on this personalized excursion from your resort—a great choice for first-time visitors or those with limited …More

Montego Bay, Jamaica

5.0 (2)

Black River Safari, YS Falls and Flyod's Pelican Bar

Soak up the island vibes along Jamaica’s South Coast on this personalized excursion from your resort—a great choice for first-time visitors or those with limited...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$166

Zipline, River Tubing and Blue Hole Adventure from Ocho Rios

Plan a visit to the scenic tropical Parish of St. Ann, Jamaica where your adventure will take you on an exhilarating experience flying through the …More

Ocho Rios, Jamaica

5.0 (5)

Zipline, River Tubing and Blue Hole Adventure from Ocho Rios

Plan a visit to the scenic tropical Parish of St. Ann, Jamaica where your adventure will take you on an exhilarating experience flying through the...

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$166

Explore the vibrant culture of Saint Lucia on this engaging tour that includes a visit to a local rum distillery for a taste of handcrafted …More

Anse La Raye, St Lucia

5.0 (21)

St.Lucia Rum & Mud Bath Tour

Explore the vibrant culture of Saint Lucia on this engaging tour that includes a visit to a local rum distillery for a taste of handcrafted...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$167

Bob Marley's Birthplace & Mausoleum from MontegoBay Private Tour

Enjoy a scenic Journey high up in the calm Hills of Saint Anns parish to the Birthplace and Hometown of the legend Bob Marley. On …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley's Birthplace & Mausoleum from MontegoBay Private Tour

Enjoy a scenic Journey high up in the calm Hills of Saint Anns parish to the Birthplace and Hometown of the legend Bob Marley. On...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$167

[PRIVATE] Blue Hole & Secret Falls Tour with Entrance Fees

Blue Hole & Secret Falls - Two natural wonders in one place You don't want to miss out on this once-in-a-lifetime opportunity. Take a dip, …More

Negril, Jamaica

5.0 (74)

[PRIVATE] Blue Hole & Secret Falls Tour with Entrance Fees

Blue Hole & Secret Falls - Two natural wonders in one place You don't want to miss out on this once-in-a-lifetime opportunity. Take a dip,...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (74)

from
$167

Overview: The ATV adventure takes you through the hills and rough path, then tour transitions to river diving. This part of the tour involves diving …More

Runaway Bay, Jamaica

5.0 (3)

Ocho Rios: Blue Hole and ATV

Overview: The ATV adventure takes you through the hills and rough path, then tour transitions to river diving. This part of the tour involves diving...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$167

Immerse Yourself in an Unforgettable Jamaican Escape: The Blue Hole and Rio Bueno River Expedition! Check out both the Blue Hole and go rafting on …More

Montego Bay, Jamaica

5.0 (6)

Blue Hole and River Rapids Adventure

Immerse Yourself in an Unforgettable Jamaican Escape: The Blue Hole and Rio Bueno River Expedition! Check out both the Blue Hole and go rafting on...

7 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$167

Lethe Bamboo Rafting with Limestone Massage Montego Bay Jamaica

Indulge in a seamless journey from pick-up to drop-off with our private transportation service in Jamaica. Relax as you travel with air conditioning and onboard …More

Runaway Bay, Jamaica

5.0 (4)

Lethe Bamboo Rafting with Limestone Massage Montego Bay Jamaica

Indulge in a seamless journey from pick-up to drop-off with our private transportation service in Jamaica. Relax as you travel with air conditioning and onboard...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$167

The Best of Puerto Rico Private Day Tour

How much of Puerto Rico can you see on one day? Quite a lot. Puerto Rico is small, and has good infrastructure (roads) so is …More

5.0 (53)

The Best of Puerto Rico Private Day Tour

How much of Puerto Rico can you see on one day? Quite a lot. Puerto Rico is small, and has good infrastructure (roads) so is...

7 hours Hotel pickup offered Free Cancellation

5.0 (53)

from
$168

Nassau: Bahamas Swimming Pigs & Pearl Island Beach with Lunch

You've seen the swimming pigs all over your feed — now it's your turn, and a full island day comes with them. From Nassau, head …More

4.2 (132)

Nassau: Bahamas Swimming Pigs & Pearl Island Beach with Lunch

You've seen the swimming pigs all over your feed — now it's your turn, and a full island day comes with them. From Nassau, head...

5 hours Free Cancellation

4.2 (132)

from
$168

Full-Day Snorkeling Tour to Culebra Island with Lunch

Explore the best of Culebra Island - Flamenco Beach! Flamenco Beach is a worldwide attraction known for its white sandy beach and crystal clear, shallow …More

Fajardo, Puerto Rico

4.8 (373)

Full-Day Snorkeling Tour to Culebra Island with Lunch

Explore the best of Culebra Island - Flamenco Beach! Flamenco Beach is a worldwide attraction known for its white sandy beach and crystal clear, shallow...

7 hours Free Cancellation

4.8 (373)

from
$168

Dunn's River Falls and Fern Gully Highlight Adventure Tour from Kingston

This unique adventure and highlight tour gives visitors the learn and fun experience of Ocho Rios with Dunn's River Falls adventure and Fern Gully highlight …More

Kingston, Jamaica

5.0 (1)

Dunn's River Falls and Fern Gully Highlight Adventure Tour from Kingston

This unique adventure and highlight tour gives visitors the learn and fun experience of Ocho Rios with Dunn's River Falls adventure and Fern Gully highlight...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$169

Catamaran Cruise/Dunn's River/Snorkeling

Board a catamaran and cruise the Dunn’s River on a lively voyage to one of Jamaica’s most popular and colossal waterfalls. Once there, join hands …More

Kingston, Jamaica

5.0 (2)

Catamaran Cruise/Dunn's River/Snorkeling

Board a catamaran and cruise the Dunn’s River on a lively voyage to one of Jamaica’s most popular and colossal waterfalls. Once there, join hands...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$169

Jet Ski Tour through San Juan Bay (21 years old to rent)

*Scenic Views: Participants can enjoy breathtaking views of the historic San Juan skyline, including colorful buildings, forts, and the coastline. *Historical Significance: The bay is …More

4.9 (732)

Jet Ski Tour through San Juan Bay (21 years old to rent)

*Scenic Views: Participants can enjoy breathtaking views of the historic San Juan skyline, including colorful buildings, forts, and the coastline. *Historical Significance: The bay is...

1 hour 20 minutes Free Cancellation

4.9 (732)

from
$169

Enjoy Bermuda Food Tours After Hours! This 3 hour tasting experience is led by an entertaining local guide who will take you to 3 places …More

4.9 (93)

Bermuda After Hours Food Tour

Enjoy Bermuda Food Tours After Hours! This 3 hour tasting experience is led by an entertaining local guide who will take you to 3 places...

3 hours

4.9 (93)

from
$169

Boomerang’s Best of Anguilla: Swim with Turtles Adventure

Just north of St. Maarten, the stunning island of Anguilla awaits — famous for its powder-soft white sand, turquoise waters, and laid-back Caribbean charm. Please …More

4.9 (471)

Boomerang’s Best of Anguilla: Swim with Turtles Adventure

Just north of St. Maarten, the stunning island of Anguilla awaits — famous for its powder-soft white sand, turquoise waters, and laid-back Caribbean charm. Please...

7 hours Free Cancellation

4.9 (471)

from
$169

Tasting a city’s food is one of the greatest ways to immerse oneself in the local culture. Through this curated experience, we'll show you the …More

4.9 (264)

Morning Old San Juan Food Tour

Tasting a city’s food is one of the greatest ways to immerse oneself in the local culture. Through this curated experience, we'll show you the...

3 hours Free Cancellation

4.9 (264)

from
$169

Jamwest ATV Off-Road Adventure & Zipline Combo in Negril

Ride all-terrain vehicles (ATV's) through mangrove systems, sandy washes and over rocky hills.This professionally guided tour takes you through many different terrains. Drive through forests …More

Lucea, Jamaica

4.8 (238)

Jamwest ATV Off-Road Adventure & Zipline Combo in Negril

Ride all-terrain vehicles (ATV's) through mangrove systems, sandy washes and over rocky hills.This professionally guided tour takes you through many different terrains. Drive through forests...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (238)

from
$169