Top Caribbean Luxury Tours

Q: What are the best options for Caribbean Luxury Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Luxury Tours are: Private Catamaran Day Cruise Out of Soufriere for Up to 15 Guests Appleton Estate Rum Tour and Tasting from Kingston Rainbow Beach with Round-trip Transportation in St. Croix 2 days 1 night by private catamaran from St Martin to St Barth 3 Hour Private Charter on Stingray City with Snorkeling

Q: What are the best kid-friendly options for Caribbean Luxury Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Luxury Tours are: Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club San Juan Sunset Harbor Boat Ride View all kid-friendly Tours →

Q: Which Caribbean Luxury Tours have Instant Confirmation?

Caribbean Luxury Tours with Instant Confirmation include: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club 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: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour San Juan Sunset Harbor Boat Ride 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 →

Private Catamaran Day Cruise Out of Soufriere for Up to 15 Guests

Depart from Soufriere and join us for a full day Snorkel and Sailing trip onboard one of our spacious catamarans. You will spend the day Sailing along the …More

5.0 (12)

Private Catamaran Day Cruise Out of Soufriere for Up to 15 Guests

Depart from Soufriere and join us for a full day Snorkel and Sailing trip onboard one of our spacious catamarans. You will spend the day Sailing along the...

7 hours Free Cancellation

5.0 (12)

from
$2,280

Appleton Estate Rum Tour and Tasting from Kingston

Go on a journey to the picturesque south coast of Jamaica during this rum tasting tour from Kingston. Visit the exotic Appleton Estate, home of …More

Kingston, Jamaica

5.0 (3)

Appleton Estate Rum Tour and Tasting from Kingston

Go on a journey to the picturesque south coast of Jamaica during this rum tasting tour from Kingston. Visit the exotic Appleton Estate, home of...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$135

Rainbow Beach with Round-trip Transportation in St. Croix

Transportation Only to this popular beach. Rainbow beach is popular for families or anyone who wants to spend a perfect getaway. Its white sand and …More

Frederiksted, US Virgin Islands

3.9 (9)

Rainbow Beach with Round-trip Transportation in St. Croix

Transportation Only to this popular beach. Rainbow beach is popular for families or anyone who wants to spend a perfect getaway. Its white sand and...

4 to 5 hours Hotel pickup offered Free Cancellation

3.9 (9)

from
$32

2 days 1 night by private catamaran from St Martin to St Barth

Treat yourself to a private and exclusive stay in Saint Barthélémy from Grand-Case Combine sailing, discovering a part of St Martin by sea, magical night …More

5.0 (2)

2 days 1 night by private catamaran from St Martin to St Barth

Treat yourself to a private and exclusive stay in Saint Barthélémy from Grand-Case Combine sailing, discovering a part of St Martin by sea, magical night...

2 days

5.0 (2)

from
$4,798

3 Hour Private Charter on Stingray City with Snorkeling

Avoid the crowds and join us on your own private boat with an experienced crew for an adventure of a lifetime! Enjoy an exciting one-on-one …More

Grand Cayman, Cayman Islands

5.0 (6)

3 Hour Private Charter on Stingray City with Snorkeling

Avoid the crowds and join us on your own private boat with an experienced crew for an adventure of a lifetime! Enjoy an exciting one-on-one...

3 hours 5 minutes Hotel pickup offered Free Cancellation

5.0 (6)

from
$750

Kayak & Snorkel Champagne Bay, Farm Visit & Hot Springs Soufriere

Shoreside fun activities including kayaking and snorkeling the Soufriere Bay; walk to the top of Scotts Head pinnacle to view the most picturesque location on …More

5.0 (4)

Kayak & Snorkel Champagne Bay, Farm Visit & Hot Springs Soufriere

Shoreside fun activities including kayaking and snorkeling the Soufriere Bay; walk to the top of Scotts Head pinnacle to view the most picturesque location on...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$120

Wild and Medicinal Dominica Private Tour

In every walk with nature, one receives far more than we seek. Let's discover some of Dominica's Wild Herbs and Plants with Medicinal properties and …More

5.0 (8)

Wild and Medicinal Dominica Private Tour

In every walk with nature, one receives far more than we seek. Let's discover some of Dominica's Wild Herbs and Plants with Medicinal properties and...

6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$130

That is a Unique Small Group Tour guided by a knowledgeable, Local Bonaire resident who Loves the Island! Why Shekhinah Tours is Different: Unlike other …More

Kralendijk, Bonaire

5.0 (6)

North Tour with Local Guide

That is a Unique Small Group Tour guided by a knowledgeable, Local Bonaire resident who Loves the Island! Why Shekhinah Tours is Different: Unlike other...

2 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$75

Flavors of Jamaica Food Tour from Runaway Bay

Experience a taste of Jamaica through learning to prepare one of it's many cultural and culinary delights. …More

Runaway Bay, Jamaica

5.0 (1)

Flavors of Jamaica Food Tour from Runaway Bay

Experience a taste of Jamaica through learning to prepare one of it's many cultural and culinary delights....

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$138

Glistening Bioluminescent Waters and Dinner at Jerk hut

Take a dip or boat ride at Bioluminescent Blue Lagoon. Then take a trip to the most authentic rustic local food hotspot where you get …More

Trelawny, Jamaica

5.0 (3)

Glistening Bioluminescent Waters and Dinner at Jerk hut

Take a dip or boat ride at Bioluminescent Blue Lagoon. Then take a trip to the most authentic rustic local food hotspot where you get...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$75

Customizable PRIVATE TOUR for a maximum of 7 passengers. Departure Cruise ship terminal Main City Fort de Fance /North Island Private tour, Visit the rain …More

5.0 (11)

Martinique North Island Private Tour

Customizable PRIVATE TOUR for a maximum of 7 passengers. Departure Cruise ship terminal Main City Fort de Fance /North Island Private tour, Visit the rain...

6 hours

5.0 (11)

from
$913

Private transportation from Montego Bay to Martha Brae River Rafting Tour

The entry price and travel costs are included in this hassle-free and cashless half day tour. Visitors enjoy the private tour from your hotel in …More

Montego Bay, Jamaica

5.0 (28)

Private transportation from Montego Bay to Martha Brae River Rafting Tour

The entry price and travel costs are included in this hassle-free and cashless half day tour. Visitors enjoy the private tour from your hotel in...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$121

Full Charter All Inclusive for Icacos and Palomino

The day includes visiting Icacos and Palomino, where we will go on a guided snorkeling tour at Tortuga Reef, and then we will visit two …More

Fajardo, Puerto Rico

5.0 (8)

Full Charter All Inclusive for Icacos and Palomino

The day includes visiting Icacos and Palomino, where we will go on a guided snorkeling tour at Tortuga Reef, and then we will visit two...

7 hours 30 minutes Free Cancellation

5.0 (8)

from
$1,350

Private Beach Day and 50ft Sun Seeker or 33ft Boat 1-10 Guests

The 50ft Sun Seeker Motor Yacht is the ideal vessel for beach days. Whether you're a young family that needs the extra shade, a small …More

5.0 (5)

Private Beach Day and 50ft Sun Seeker or 33ft Boat 1-10 Guests

The 50ft Sun Seeker Motor Yacht is the ideal vessel for beach days. Whether you're a young family that needs the extra shade, a small...

6 hours Free Cancellation

5.0 (5)

from
$1,760

Missile Adventure Park Negril Jamaica ATV Tour Adventure

Locally own and operated community based business that provides a real Jamaican experience which is second to none. …More

Montego Bay, Jamaica

5.0 (25)

Missile Adventure Park Negril Jamaica ATV Tour Adventure

Locally own and operated community based business that provides a real Jamaican experience which is second to none....

4 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$170

Santo Domingo Unfiltered : Gualey//Colonial Area (PRIVATE TOUR)

From Gualey to the Colonial Zone – A Journey Through the Soul of Santo Domingo Don’t miss this unique experience in Santo Domingo! Embark on …More

Santo Domingo, Dominican Republic

5.0 (22)

Santo Domingo Unfiltered : Gualey//Colonial Area (PRIVATE TOUR)

From Gualey to the Colonial Zone – A Journey Through the Soul of Santo Domingo Don’t miss this unique experience in Santo Domingo! Embark on...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$100

Experience the BVI Like Never Before with TRC Powerboat Charters, we go beyond just boat charters—we create unforgettable, tailor-made experiences on the crystal-clear waters of …More

Tortola, British Virgin Islands

5.0 (30)

BVI Private Day Charters

Experience the BVI Like Never Before with TRC Powerboat Charters, we go beyond just boat charters—we create unforgettable, tailor-made experiences on the crystal-clear waters of...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (30)

from
$1,236

Santo Domingo Neighborhood Life City Tour

Immerse yourself in the neighborhoods of Santo Domingo city on this walking tour about 5 minutes away from the colonial zone. During this half-day excursion, …More

5.0 (11)

Santo Domingo Neighborhood Life City Tour

Immerse yourself in the neighborhoods of Santo Domingo city on this walking tour about 5 minutes away from the colonial zone. During this half-day excursion,...

4 hours Free Cancellation

5.0 (11)

from
$55

Famous Red Phone Booth Beach (Dickenson Bay) and Fort Bay Beach

IMPORTANT FOR CRUISE SHIP PASSENGERS: FOR US IT IS IMPORTANT THAT YOUR RETURN TO THE SHIP IN TIME, THAT IS WHY THE VAN AND THE …More

Five Islands Village, Antigua and Barbuda

4.5 (11)

Famous Red Phone Booth Beach (Dickenson Bay) and Fort Bay Beach

IMPORTANT FOR CRUISE SHIP PASSENGERS: FOR US IT IS IMPORTANT THAT YOUR RETURN TO THE SHIP IN TIME, THAT IS WHY THE VAN AND THE...

3 hours 15 minutes Hotel pickup offered Free Cancellation

4.5 (11)

from
$45

Buggy Predator Adventure Punta Cana - Cave, Beach and Mud

If you are looking for an unforgettable adventure, full of adrenaline, breathtaking scenery and Dominican culture, the Predator Buggy is for you! Maximum excitement and …More

Punta Cana, Dominican Republic

5.0 (37)

Buggy Predator Adventure Punta Cana - Cave, Beach and Mud

If you are looking for an unforgettable adventure, full of adrenaline, breathtaking scenery and Dominican culture, the Predator Buggy is for you! Maximum excitement and...

4 hours Hotel pickup offered Free Cancellation

5.0 (37)

from
$38