Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

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

Q: I need a ride! Which Caribbean Luxury & Special Occasions have Hotel Pickup?

No problem. These Caribbean Luxury & Special Occasions 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 →

ATV Buggy Adventure to Macao Beach and Water Cave in Punta Cana

Unleash your adventurous spirit with an exhilarating ATV and Buggy Tour through the enchanting landscapes of Punta Cana. Navigate through muddy trails, venture into lush …More

Punta Cana, Dominican Republic

4.7 (346)

ATV Buggy Adventure to Macao Beach and Water Cave in Punta Cana

Unleash your adventurous spirit with an exhilarating ATV and Buggy Tour through the enchanting landscapes of Punta Cana. Navigate through muddy trails, venture into lush...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (346)

from
$23

✨ Glass Bottom Boat Tour in Punta Cana ✨ Explore paradise without getting wet... or dive in if you want! Embark on an unforgettable adventure …More

5.0 (102)

Glass-bottom boat tour to Punta Cana

✨ Glass Bottom Boat Tour in Punta Cana ✨ Explore paradise without getting wet... or dive in if you want! Embark on an unforgettable adventure...

3 hours Free Cancellation

5.0 (102)

from
$69

Punta Cana Hip-Hop Party Boat for Adults with Live DJ & Open Bar

Looking for the ultimate party boat in Punta Cana? Join us for an unforgettable Caribbean adventure with music, open bar, snorkeling, and amazing ocean views. …More

Punta Cana, Dominican Republic

5.0 (139)

Punta Cana Hip-Hop Party Boat for Adults with Live DJ & Open Bar

Looking for the ultimate party boat in Punta Cana? Join us for an unforgettable Caribbean adventure with music, open bar, snorkeling, and amazing ocean views....

4 hours Hotel pickup offered Free Cancellation

5.0 (139)

from
$56

Discover Bermuda Beyond the Ordinary Shops, Sights & Shores is your unforgettable island adventure. This handpicked journey takes you beyond the brochures and into the …More

4.8 (40)

Bermuda Shops, Sights and Shores Tour

Discover Bermuda Beyond the Ordinary Shops, Sights & Shores is your unforgettable island adventure. This handpicked journey takes you beyond the brochures and into the...

6 hours Free Cancellation

4.8 (40)

from
$79

Buggy Tour to Macao Beach & Cenote – Punta Cana

️ Tour en Buggy Punta Cana — Playa Macao, Casa Típica y Cueva Natural ️ Playa Macao Una de las paradas más especiales será la …More

Punta Cana, Dominican Republic

4.9 (180)

Buggy Tour to Macao Beach & Cenote – Punta Cana

️ Tour en Buggy Punta Cana — Playa Macao, Casa Típica y Cueva Natural ️ Playa Macao Una de las paradas más especiales será la...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (180)

from
$26

Combo: San Juan Glow Kayak + Salsa Experience at a Luxury Beach

"The only 2-hour Glow Kayak Tour at this price in Condado Lagoon San Juan Puerto Rico, at sunset or under the stars, with salsa lessons …More

4.9 (80)

Combo: San Juan Glow Kayak + Salsa Experience at a Luxury Beach

"The only 2-hour Glow Kayak Tour at this price in Condado Lagoon San Juan Puerto Rico, at sunset or under the stars, with salsa lessons...

2 hours Free Cancellation

4.9 (80)

from
$68

This tour takes our guests to the home of a legendary horticulturist, Hunte's Gardens. At your own leisure, amble around experiencing the rare and exotic …More

5.0 (80)

Hunte's Gardens

This tour takes our guests to the home of a legendary horticulturist, Hunte's Gardens. At your own leisure, amble around experiencing the rare and exotic...

3 hours Hotel pickup offered Free Cancellation

5.0 (80)

from
$116

The Cascading Dark View Falls and Beach Experience with Topdawg Taxi and Tours

Experience a natural body massage from the breathtaking Dark View Falls. Dark View Falls is two spectacular waterfalls, one above the other flowing down high cliffs …More

Kingstown, St Vincent and the Grenadines

4.8 (68)

The Cascading Dark View Falls and Beach Experience with Topdawg Taxi and Tours

Experience a natural body massage from the breathtaking Dark View Falls. Dark View Falls is two spectacular waterfalls, one above the other flowing down high cliffs...

5 hours Hotel pickup offered Free Cancellation

4.8 (68)

from
$69

Cruise Ship Excursions with Dannyboy & Co.

Taking a tour of St. Lucia is always exciting, but the Cruise Tour allows cruise passengers with only a short time on the island a …More

4.8 (78)

Cruise Ship Excursions with Dannyboy & Co.

Taking a tour of St. Lucia is always exciting, but the Cruise Tour allows cruise passengers with only a short time on the island a...

5 to 6 hours Free Cancellation

4.8 (78)

from
$90

Scenic Romney Manor & Timothy Hill or Panoramic Brimstone Hill

This tour is is a comprehensive tour of Basseterre, the Caribelle Batik at Romney Batik and Brimstone Hill Fortress the Gibraltor of the West Indies. …More

4.4 (120)

Scenic Romney Manor & Timothy Hill or Panoramic Brimstone Hill

This tour is is a comprehensive tour of Basseterre, the Caribelle Batik at Romney Batik and Brimstone Hill Fortress the Gibraltor of the West Indies....

3 hours Free Cancellation

4.4 (120)

from
$65

St.Martin-St.Maarten: Small Group, Coastal Hike & Swim Tour

During this half day Nature Tour for all ages we will explore and enjoy St Maarten and St Martin’s coastal beauty. The tour consists of …More

4.9 (38)

St.Martin-St.Maarten: Small Group, Coastal Hike & Swim Tour

During this half day Nature Tour for all ages we will explore and enjoy St Maarten and St Martin’s coastal beauty. The tour consists of...

4 hours Free Cancellation

4.9 (38)

from
$89

Explore below the waves at beautiful Carlisle Bay in a new and unique way. With our completely clear 'glass bottom' kayaks you'll be able to …More

4.4 (105)

Carlisle Bay Clear Kayak Shipwreck Tour

Explore below the waves at beautiful Carlisle Bay in a new and unique way. With our completely clear 'glass bottom' kayaks you'll be able to...

1 hour 30 minutes Free Cancellation

4.4 (105)

from
$53

Railway Trail Bike and Beach Tour in Bermuda

Combine sport with island history on this unique bike tour along the famous Bermuda Railway Trail, used by the Bermuda Railway in the 1930s and …More

4.2 (43)

Railway Trail Bike and Beach Tour in Bermuda

Combine sport with island history on this unique bike tour along the famous Bermuda Railway Trail, used by the Bermuda Railway in the 1930s and...

3 hours 30 minutes Free Cancellation

4.2 (43)

from
$117

Bioluminescent Bay Kayak Adventure from San Juan

Join this fully-guided nighttime bioluminescent bay kayak adventure. Paddle your way through the mystical mangrove channels, a 30 minutes approximate journey (each way) that will …More

4.0 (420)

Bioluminescent Bay Kayak Adventure from San Juan

Join this fully-guided nighttime bioluminescent bay kayak adventure. Paddle your way through the mystical mangrove channels, a 30 minutes approximate journey (each way) that will...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.0 (420)

from
$108

Create your own island adventure in Jamaica’s tropical paradise on a private tour to the Blue Hole, a natural water park nestled in the hills …More

Kingston, Jamaica

4.7 (35)

Cool Blue Hole from Ocho Rios

Create your own island adventure in Jamaica’s tropical paradise on a private tour to the Blue Hole, a natural water park nestled in the hills...

1 to 2 hours Free Cancellation

4.7 (35)

from
$46

Ocho Rios For A Day / Private Customizable Tours / Jamaica Dream Vacation

This tour option gives our clients an extra ordinary experience by being able to customize their day to suite their interests and needs not to …More

Runaway Bay, Jamaica

4.9 (95)

Ocho Rios For A Day / Private Customizable Tours / Jamaica Dream Vacation

This tour option gives our clients an extra ordinary experience by being able to customize their day to suite their interests and needs not to...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (95)

from
$50

Your private cigar factory tour includes a cigar, coffee, tea, water or non-alcoholic beverage and a mamajuana shot. You will experience an educational cigar factory …More

Cabarete, Dominican Republic

4.9 (83)

Dominican Cigar Factory Tour

Your private cigar factory tour includes a cigar, coffee, tea, water or non-alcoholic beverage and a mamajuana shot. You will experience an educational cigar factory...

1 to 2 hours Hotel pickup offered Free Cancellation

4.9 (83)

from
$20

Small Group Snorkeling, Sharks & Stingrays Encounter by boat

Get up close and personal with Caribbean sea life during this 3-hour Small boat tour from Punta Cana up to 30 people. See marine life …More

4.6 (100)

Small Group Snorkeling, Sharks & Stingrays Encounter by boat

Get up close and personal with Caribbean sea life during this 3-hour Small boat tour from Punta Cana up to 30 people. See marine life...

3 hours Hotel pickup offered Free Cancellation

4.6 (100)

from
$100

Nassau: Private Island & Snorkeling, Turtles, Drinks & BBQ

First we take a thrilling 15 minute speed boat ride out to Pearl Island, next a brief stop to view green turtles as they swim …More

4.6 (92)

Nassau: Private Island & Snorkeling, Turtles, Drinks & BBQ

First we take a thrilling 15 minute speed boat ride out to Pearl Island, next a brief stop to view green turtles as they swim...

4 hours Free Cancellation

4.6 (92)

from
$120

Private Island Hopping Boat Tour and view the Turtles

Enjoy an islanding hopping tour to nearby islands. You can choose to do snorkeling beautiful coral reefs, Gilligan's island, green cay and you can even …More

5.0 (46)

Private Island Hopping Boat Tour and view the Turtles

Enjoy an islanding hopping tour to nearby islands. You can choose to do snorkeling beautiful coral reefs, Gilligan's island, green cay and you can even...

4 hours Free Cancellation

5.0 (46)

from
$925

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Luxury & Special Occasions?

What are the best kid-friendly options for Caribbean Luxury & Special Occasions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Luxury & Special Occasions are:

View all kid-friendly Tours →

Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Which Caribbean Luxury & Special Occasions have Free Cancellation?

Caribbean Luxury & Special Occasions with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Luxury & Special Occasions have Hotel Pickup?

Got any more Caribbean trip ideas?

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