Top Caribbean Tours & Sightseeing

Q: Which Caribbean Tours & Sightseeing have Instant Confirmation?

Caribbean Tours & Sightseeing with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch Private Samana Full-Day Excursion - Pickup from Bayahibe 5-Day Private Tour in The Bahamas with Pickup Turks and Caicos Full-Day Luxury Private Yacht Charter View all Tours with Instant Confirmation →

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

No problem. These Caribbean Tours & Sightseeing include Hotel Pickup: 6 Days 5 Nights Sailing Catamaran Experience in Exumas, Bahamas 5-Day, 4 nights Catamaran Adventure in the Exumas Private 3 Day Tour with Sailing and Snorkeling in Anegada BVI Private Samana Full-Day Excursion - Pickup from Bayahibe Full-Day Private Yacht Cruise in Saona Island with Lunch 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 →

Explore St. John, Beaches and National Park Private Tour

Explore St. John with a longtime resident! This private tour is conducted in a four-door Jeep Wrangler, so it is limited to four guests. (We …More

5.0 (121)

Explore St. John, Beaches and National Park Private Tour

Explore St. John with a longtime resident! This private tour is conducted in a four-door Jeep Wrangler, so it is limited to four guests. (We...

3 hours Hotel pickup offered

5.0 (121)

from
$395

3HR Jetski Tour Stingray City Starfish Point Snorkel Rumpoint

EXPERIENCE THE CAYMAN ISLANDS’ MUST-SEE STOPS IN ONE UNFORGETTABLE GUIDED JET SKI TOUR! Get ready for 3 hours of adventure, crystal-clear water, and true Cayman …More

Seven Mile Beach, Cayman Islands

4.9 (87)

3HR Jetski Tour Stingray City Starfish Point Snorkel Rumpoint

EXPERIENCE THE CAYMAN ISLANDS’ MUST-SEE STOPS IN ONE UNFORGETTABLE GUIDED JET SKI TOUR! Get ready for 3 hours of adventure, crystal-clear water, and true Cayman...

3 hours Hotel pickup offered Free Cancellation

4.9 (87)

from
$395

Citadelle Laferriere Sightseeing Tour from Cap-Haitien

Visit Sans Souci Palace and Citadelle Laferrière on a 5-hour, small-group tour from Cap-Haitien that includes hotel pickup and drop-off, entrance fees, and lunch with …More

4.0 (5)

Citadelle Laferriere Sightseeing Tour from Cap-Haitien

Visit Sans Souci Palace and Citadelle Laferrière on a 5-hour, small-group tour from Cap-Haitien that includes hotel pickup and drop-off, entrance fees, and lunch with...

5 hours Hotel pickup offered Free Cancellation

4.0 (5)

from
$395

Luc’s Private Group Bonaire Open Bus Tour

Book your own private tour in a great Caribbean Open Bus and discover the best that Bonaire has to offer. Up to 10 participants - …More

Kralendijk, Bonaire

4.9 (164)

Luc’s Private Group Bonaire Open Bus Tour

Book your own private tour in a great Caribbean Open Bus and discover the best that Bonaire has to offer. Up to 10 participants -...

3 hours Hotel pickup offered Free Cancellation

4.9 (164)

from
$390

5 seat UTV Rental: Your Adventure, Your Way

At Real Deal Aruba, renting a UTV isn’t just about the vehicle—it’s about the full island experience. Here’s why we stand out: ✅ Personalized Guidance …More

Palm - Eagle Beach, Aruba

4.7 (39)

5 seat UTV Rental: Your Adventure, Your Way

At Real Deal Aruba, renting a UTV isn’t just about the vehicle—it’s about the full island experience. Here’s why we stand out: ✅ Personalized Guidance...

8 hours Hotel pickup offered Free Cancellation

4.7 (39)

from
$390

Cruise along the roads and coastline of Aruba aboard your own utility terrain vehicle (UTV) with this rental. Pre-book your vehicle and pick up your …More

Palm - Eagle Beach, Aruba

5.0 (6)

5 Seater UTV Honda Pioneer

Cruise along the roads and coastline of Aruba aboard your own utility terrain vehicle (UTV) with this rental. Pre-book your vehicle and pick up your...

8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$390

Flying Dress Photoshoot (1 Dress) – Punta Cana – Photographer

Early morning. The golden sun rises over the Macao beach. We put on a dress with a long train and start shooting. This program includes …More

4.6 (9)

Flying Dress Photoshoot (1 Dress) – Punta Cana – Photographer

Early morning. The golden sun rises over the Macao beach. We put on a dress with a long train and start shooting. This program includes...

2 hours Hotel pickup offered Free Cancellation

4.6 (9)

from
$390

What makes our company unique is that your package is completely customisable and we show up at your location. You will enjoy a day that …More

Grand Cayman, Cayman Islands

4.1 (9)

Private Jet-ski Rentals

What makes our company unique is that your package is completely customisable and we show up at your location. You will enjoy a day that...

3 to 6 hours Free Cancellation

4.1 (9)

from
$390

Immerse yourself in the vibrant culture of Jamaica with the Bodypainted Design Makeover Experience led by the talented Eon+Robby FreeSpiritz Jamaica team. This unique activity …More

Bodypainted Design Makeover Experience for Groups in Jamaica

Immerse yourself in the vibrant culture of Jamaica with the Bodypainted Design Makeover Experience led by the talented Eon+Robby FreeSpiritz Jamaica team. This unique activity...

4 hours Free Cancellation

from
$390

St. Kitts Scenic Island Tours for private groups

Round up your family & friends for this spectacular tour around the St. Kitts Island with your native-born tour guide and a private air-conditioned minivan …More

4.8 (103)

St. Kitts Scenic Island Tours for private groups

Round up your family & friends for this spectacular tour around the St. Kitts Island with your native-born tour guide and a private air-conditioned minivan...

5 hours Hotel pickup offered Free Cancellation

4.8 (103)

from
$390

Experience our Private Scuba Diving Tour in San Juan! Embark on a serene journey through the picturesque landscapes of Puerto Rico as you make your …More

Private Scuba Diving Tour in San Juan

Experience our Private Scuba Diving Tour in San Juan! Embark on a serene journey through the picturesque landscapes of Puerto Rico as you make your...

3 hours 30 minutes Hotel pickup offered Free Cancellation

from
$389

Private San Juan Bay Boat Sunset-Night Cruise

Enjoy an unforgettable experience in our unique private boat ride at the bay of San Juan. You will have the opportunity to know some history …More

5.0 (82)

Private San Juan Bay Boat Sunset-Night Cruise

Enjoy an unforgettable experience in our unique private boat ride at the bay of San Juan. You will have the opportunity to know some history...

1 hour 30 minutes Free Cancellation

5.0 (82)

from
$389

Private Open-Air Jeep Tour to Hidden Beaches in St. Thomas

This is a fully private Jeep experience—never shared with strangers—designed for travelers who want to see the real St. Thomas, not just the typical tour …More

5.0 (204)

Private Open-Air Jeep Tour to Hidden Beaches in St. Thomas

This is a fully private Jeep experience—never shared with strangers—designed for travelers who want to see the real St. Thomas, not just the typical tour...

4 hours Hotel pickup offered Free Cancellation

5.0 (204)

from
$385

St Maarten Excursion: Island Sightseeing + Beach & Shopping.

Our Island Tour starts from the EDC Parking Lot. First stop a location overlooking Oyster Bay; then a stop at Locus Bay View Point for …More

4.6 (42)

St Maarten Excursion: Island Sightseeing + Beach & Shopping.

Our Island Tour starts from the EDC Parking Lot. First stop a location overlooking Oyster Bay; then a stop at Locus Bay View Point for...

4 to 5 hours Free Cancellation

4.6 (42)

from
$385

The Grand Circle 24-Hour All-Inclusive Island Experience

Are you the kind of traveller who craves unique, personalized and bespoke experiences? Whether it's a layover, or you're here on vacation seeking something different. …More

Speyside, Trinidad and Tobago

5.0 (12)

The Grand Circle 24-Hour All-Inclusive Island Experience

Are you the kind of traveller who craves unique, personalized and bespoke experiences? Whether it's a layover, or you're here on vacation seeking something different....

1 day Hotel pickup offered Free Cancellation

5.0 (12)

from
$383

Professional photoshoot in Punta Cana and DR - Book now!

Hi, I’m Irina! For over 14 years, I’ve been capturing magical moments in the sunny corners of the Dominican Republic. Working with couples and families …More

Punta Cana, Dominican Republic

5.0 (48)

Professional photoshoot in Punta Cana and DR - Book now!

Hi, I’m Irina! For over 14 years, I’ve been capturing magical moments in the sunny corners of the Dominican Republic. Working with couples and families...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (48)

from
$380

Montego Bay Shore Excursion: Private Custom Sightseeing Tour

Explore Montego Bay, Jamaica with a private driver and van which you can hire for a full-day or half-day. The vans can hold a capacity …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Shore Excursion: Private Custom Sightseeing Tour

Explore Montego Bay, Jamaica with a private driver and van which you can hire for a full-day or half-day. The vans can hold a capacity...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$380

ATV, Blue Hole & Horseback Riding Transportation Only

This is for Groups but if a party of 1 book this tour its still the same price. This includes adults and kids, total amount …More

Ocho Rios, Jamaica

4.0 (1)

ATV, Blue Hole & Horseback Riding Transportation Only

This is for Groups but if a party of 1 book this tour its still the same price. This includes adults and kids, total amount...

5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$380

Boat rental To go by yourself CAP CAMARAT

Be freedom on the boat for a beautiful day? With Tropical Boat, you can rent our boat CAP CAMARAT 6.5 WA 150CV Yamaha with cabin …More

5.0 (14)

Boat rental To go by yourself CAP CAMARAT

Be freedom on the boat for a beautiful day? With Tropical Boat, you can rent our boat CAP CAMARAT 6.5 WA 150CV Yamaha with cabin...

4 to 8 hours

5.0 (14)

from
$379

Exuma Day Away - Original Swimming Pigs Excursion

Welcome to the hottest new activity to hit the shores of Nassau Bahamas. 5 Incredible island stops in one amazing day! Your journey will take …More

4.8 (415)

Exuma Day Away - Original Swimming Pigs Excursion

Welcome to the hottest new activity to hit the shores of Nassau Bahamas. 5 Incredible island stops in one amazing day! Your journey will take...

8 hours 30 minutes Free Cancellation

4.8 (415)

from
$378

Frequently Asked Questions

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

What are the best options for Caribbean Tours & Sightseeing?

What are the best kid-friendly options for Caribbean Tours & Sightseeing Tours?

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

View all kid-friendly Tours →

Which Caribbean Tours & Sightseeing have Instant Confirmation?

Which Caribbean Tours & Sightseeing have Free Cancellation?

Caribbean Tours & Sightseeing 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 Tours & Sightseeing have Hotel Pickup?

Got any more Caribbean trip ideas?

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